Reaxys
PubChem
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Reactions (350)
Yield
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Substances (2)
Citations (320)
Conditions
References A
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With (pivalate)(o-isopropoxyphenylmethylene)(1,3-di(2,4,6-trimethylphenyl)imidazolidin-2-yl-H)ruthenium in benzene
T=23°C; 2 h; GloveboxInert atmosphere; Catalytic behavior; Reagent/catalystTime;
Endo, Koji; Herbert, Myles B.; Grubbs, Robert H.
Organometallics, 2013 , vol. 32, # 18 p. 5128 - 5135 Title/Abstract Full Text View citing articles Show Details
With C35H47N3O4Ru in tetrahydrofuran
T=35°C; 12 h; Catalytic behavior; Reagent/catalystTime; diastereoselective reaction;
Bronner, Sarah M.; Herbert, Myles B.; Patel, Paresma R.; Marx, Vanessa M.; Grubbs, Robert H.
Chemical Science, 2014 , vol. 5, # 10 p. 4091 - 4098 Title/Abstract Full Text View citing articles Show Details
With C56H55N3O2RuS*CH2Cl2 in acetic acid methyl ester
T=40°C; 4 h; Schlenk technique; SolventTime; Hide Experimental Procedure
Bergen Teknologioverføring AS; Jensen, Vidar Remi; Occhipinti, Giovanni
Patent: EP2826783 A1, 2015 ; Location in patent: Paragraph 0098; 0099 ; Title/Abstract Full Text Show Details
9:Example 9: Homocoupling of allylbenzene using 4a in presence of air (in solution).
General procedure: In the fume hood, a 50 mL Schlenk flask equipped with a Young’s tap and a magnetic stirring bar was chargedwith the catalyst (0.005 mmol), and with 2 mmol of substrate (stored under air). The solvent (stored under air) was addedto the flask to obtain 0.5 mL of a 4 M solution. The Schlenk flask was closed and the reaction mixture was stirred andheated in an oil bath at 40°C.
With C63H66ClN3RuS2
T=22°C; 0.0833333 h; Glovebox; Hide Experimental Procedure
BERGEN TEKNOLOGIOVERFØRING AS; JENSEN, Vidar Remi; OCCHIPINTI, Giovanni
Patent: WO2017/9232 A1, 2017 ; Location in patent: Page/Page column 39; 40 ; Title/Abstract Full Text Show Details
12:Example 12 Homocoupling of neat allylbenzene
General procedure: In a glove box, a 4 mL vial equipped with a magnetic stirring bar was charged with 59 mg (0.50 mmol) of allylbenzene and the catalyst (0.005 mmol, 1 mol percent). The reaction mixture was stirred at room temperature (22°C) for five minutes (open atmosphere). The reaction was quenched by filtration through silica gel using hexane as eluent. Determination of conversions, yields, and Z-selectivities were done according to literature procedures. (20, 28) A
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2
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Rx-ID: 44473289 Find similar reactions
Stage #1: With bis(cyclopentadienyl)titanium dichloride; magnesium in diethyl ether
14 h; Schlenk techniqueInert atmosphere; Stage #2: With dihydrogen peroxide
T=0°C; Inert atmosphereAlkaline conditionsSchlenk technique;
Khusainova, Liliya I.; Khafizova, Leila O.; Tyumkina, Tatyana V.; Ryazanov, Kirill S.; Dzhemilev, Usein M.
Journal of Organometallic Chemistry, 2017 , vol. 832, p. 12 - 17 Title/Abstract Full Text View citing articles Show Details
A
B
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3
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Rx-ID: 44473290 Find similar reactions
With bis(cyclopentadienyl)titanium dichloride; magnesium in diethyl ether
T=0 - 25°C; 14 h; Schlenk techniqueInert atmosphere; Overall yield = 40 percent; Hide Experimental Procedure
Khusainova, Liliya I.; Khafizova, Leila O.; Tyumkina, Tatyana V.; Ryazanov, Kirill S.; Dzhemilev, Usein M.
Journal of Organometallic Chemistry, 2017 , vol. 832, p. 12 - 17 Title/Abstract Full Text View citing articles Show Details
4.1.1. General procedure
General procedure: A glass reactor (50 mL), under a dry argon atmosphere at 0 ,was charged under stirring with Cp2TiCl2 (2 mmol, 0.498 g), magnesium(powder) (20 mmol, 0.486 g), Et2O (30 mL), the correspondinga-olefin (10 mmol) and PhBCl2 (12 mmol, 1.91 g). Thetemperature was raised to 25 °C and the mixture was stirred foradditional 14 h. Then the reaction mixture was centrifuged, theexcess of magnesium was filtered off, the diethyl ether was evaporated,and 12 mmol of pyridine was added. The mixture wasstirred for 30 min and placed in a sublimation chamber. Pyridinewas removed; the residue was subjected to vacuum sublimation inan argon atmosphere.
4
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80%
5
Zhu, Nengbo; Zhao, Jianguo; Bao, Hongli
Chemical Science, 2017 , vol. 8, # 3 p. 2081 - 2085 Title/Abstract Full Text Show Details
A
B
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Rx-ID: 44755980 Find similar reactions
A: 7 %Spectr. B: 7 %Spectr.
Abrams, Dylan J.; West, Julian G.; Sorensen, Erik J.
Chemical Science, 2017 , vol. 8, # 3 p. 1954 - 1959 Title/Abstract Full Text Show Details
With chloropyridinecobaloxime(III); tetrakis(tetrabutylammonium)decatungstate(VI) in [D3]acetonitrile
T=31°C; 96 h; Inert atmosphereUV-irradiationMolecular sieve; Overall yield = 14 percentSpectr.;
A
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D
E
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Synthesize Find similar Rx-ID: 44766373 Find similar reactions
Rx-ID: 44747822 Find similar reactions
With iron(III) trifluoromethanesulfonate
T=80°C; Heck Reaction; 12 h;
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6
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With indium(III) chloride; chloro(1,5-cyclooctadiene)rhodium(I) dimer; bis[2-(diphenylphosphino)phenyl] ether in toluene
T=120°C; 18 h; Schlenk technique; regioselective reaction;
A
Kim, Ju Hyun; Song, Taemoon; Chung, Young Keun
Organic Letters, 2017 , vol. 19, # 5 p. 1248 - 1251 Title/Abstract Full Text Show Details
B
C
7
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Rx-ID: 45117881 Find similar reactions
C: 22%
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Wakeham, Russell J.; Baillie, Rhett A.; Patrick, Brian O.; Legzdins, Peter; Rosenfeld, Devon C.
Organometallics, 2017 , vol. 36, # 1 p. 39 - 52 Title/Abstract Full Text Show Details
T=55°C; 72 h; Sealed tubeGloveboxInert atmosphere;
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With aluminum (III) chloride; triphenylphosphine in nitromethane
T=80°C; 2 h; Reagent/catalyst; Hide Experimental Procedure
Rx-ID: 280272 Find similar reactions
Liu, Changhui; Pan, Bin; Gu, Yanlong
Chinese Journal of Catalysis, 2016 , vol. 37, # 6 p. 979 - 986 Title/Abstract Full Text Show Details
2.2. A typical alcohol dehydration procedure
General procedure: In a typical reaction, alcohol (0.4 mmol) was mixed with AlCl3 (0.02 mmol, 5 molpercent) and triphenylphosphine (PPh3, 0.02 mmol, 5 molpercent) in nitromethane (1.0 mL). Thereafter the mixture was stirred at 80 °C for 2 h. After the reaction, the mixture was cooled to room temperature, and the product was isolated using preparative thin layer chromatography (TLC, eluting solution: petroleum ether/ethyl acetate, 5/1 (v/v)). Tests for substrate scope were all performed with an analogous procedure. With phosphorus pentachloride
Wagner
Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1884 , vol. 16, p. 324 Chemische Berichte, 17 Ref. <1884>, 317 Full Text View citing articles Show Details
With hydrogenchloride
Wagner
Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1884 , vol. 16, p. 324 Chemische Berichte, 17 Ref. <1884>, 317 Full Text View citing articles Show Details
With hydrogenchloride
Behandeln mit Pyridin;
Klages
Chemische Berichte, 1902 , vol. 35, p. 2263 Chemische Berichte, 1905 , vol. 38, p. 913 Full Text Show Details
With pyridine; hydrogenchloride
T=125°C; im geschlossenen Rohr;
Klages
Chemische Berichte, 1903 , vol. 36, p. 621 Full Text View citing articles Show Details
durch Destillation;
Hell; Bauer
Chemische Berichte, 1903 , vol. 36, p. 207 Full Text View citing articles Show Details
With acetic anhydride; trichlorophosphate
Spaeth; Koller
Chemische Berichte, 1925 , vol. 58, p. 1269 Full Text View citing articles Show Details
9
Klages
Chemische Berichte, 1903 , vol. 36, p. 621 Full Text View citing articles Show Details
Zincke; Zahn
Chemische Berichte, 1910 , vol. 43, p. 855 Full Text View citing articles Show Details
108 % Turnov.
With methyltrioxorhenium(VII)
72 h;
Zhu, Zuolin; Espenson, James H.
Journal of Organic Chemistry, 1996 , vol. 61, # 1 p. 324 - 328 Title/Abstract Full Text View citing articles Show Details
85 %Chromat.
With LiCl-acidic alumina T=80°C; 0.05 h; Microwave irradiation;
Bagheri Marandi; Pourjavadi; Hosseinzadeh
Oriental Journal of Chemistry, 2012 , vol. 28, # 3 p. 1141 - 1145 Title/Abstract Full Text View citing articles Show Details
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Rx-ID: 302918 Find similar reactions
10
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With diethyl ether; iron(III) chloride
substance of uncertain configuration;
Kharasch; Fuchs
Journal of Organic Chemistry, 1945 , vol. 10, p. 292,294 Full Text View citing articles Show Details
With diethyl ether
substance of uncertain configuration;
Kharasch; Fuchs
Journal of Organic Chemistry, 1945 , vol. 10, p. 292,294 Full Text View citing articles Show Details
80 %Chromat.
With iron(III)-acetylacetonate in tetrahydrofuran
T=20°C; 0.25 h; Time;
Muñoz, Salvador B.; Daifuku, Stephanie L.; Brennessel, William W.; Neidig, Michael L.
Journal of the American Chemical Society, 2016 , vol. 138, # 24 p. 7492 - 7495 Title/Abstract Full Text View citing articles Show Details
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Rx-ID: 1548712 Find similar reactions
96%
With hydrogen in toluene
T=20°C; P=22801.5 Torr; 18 h; Autoclave; Catalytic behavior; Reagent/catalyst;
Mitsudome, Takato; Yamamoto, Masaaki; Maeno, Zen; Mizugaki, Tomoo; Jitsukawa, Koichiro; Kaneda, Kiyotomi
Journal of the American Chemical Society, 2015 , vol. 137, # 42 p. 13452 - 13455 Title/Abstract Full Text View citing articles Show Details
94%
With hydrogen; G2 Py-C6 Pd4-Pt in dichloromethane
T=20°C; P=760 Torr; 0.7 h;
Murata, Makoto; Tanaka, Yuko; Mizugaki, Tomoo; Ebitani, Kohki; Kaneda, Kiyotomi
Chemistry Letters, 2005 , vol. 34, # 2 p. 272 - 273 Title/Abstract Full Text View citing articles Show Details
With hydrogen; RhCl(PPh3)3 in ethanol; benzene
T=30°C; P=760 Torr; 6 h; hydrogenation in presence of var. additives, (Li-salts); Product distribution;
Urabe, Kazuo; Tanaka, Yoshiyuki; Izumi, Yusuke
Chemistry Letters, 1985 , p. 1595 - 1596 Title/Abstract Full Text Show Details
With hydrogen; RhCl(PPh3)3; 4Li(1+)*O40SiW12(4-); (20 mmol); (4 mmol) in ethanol; benzene T=30°C; P=760 Torr; 1.1 h; Yield given;
Urabe, Kazuo; Tanaka, Yoshiyuki; Izumi, Yusuke
Chemistry Letters, 1985 , p. 1595 - 1596 Title/Abstract Full Text Show Details
With hydrogen; palladium in diethyl ether
T=25°C;
Fowley, Lissa A.; Michos, Demetrius; Luo, Xiao-Liang; Crabtree, Robert H.
Tetrahedron Letters, 1993 , vol. 34, # 19 p. 3075 - 3078 Title/Abstract Full Text View citing articles Show Details
With hydrogen; [Rh(COD)(bis(diphenylphosphino)ethane)]BF4 in methanol; d(4)-methanol P=2250.23 Torr;
Aguilar, Juan A.; Elliott, Paul I. P.; Lopez-Serrano, Joaquin; Adams, Ralph W.; Duckett, Simon B.
Chemical Communications, 2007 , # 11 p. 1183 - 1185 Title/Abstract Full Text View citing articles Show Details
With quinoline; hydrogen; Lindlar's catalyst in diethyl ether
Zhao, Yu; Mitra, Aurpon W.; Hoveyda, Amir H.; Snapper, Marc L.
Angewandte Chemie - International Edition, 2007 , vol. 46, # 44 p. 8471 - 8474 Title/Abstract Full Text View citing articles Show Details
With Pd0005Pb0995; hydrogen in ethanol
T=25°C; P=760.051 Torr;
Niu, Wenxin; Gao, Yongjun; Zhang, Weiqing; Yan, Ning; Lu, Xianmao
Angewandte Chemie - International Edition, 2015 , vol. 54, # 28 p. 8271 - 8274 Angew. Chem., 2015 , vol. 127, p. 8389 - 8392,4 Title/Abstract Full Text View citing articles Show Details
With carbon monoxide; hydrogen in tetrahydrofuran
T=70°C; P=7757.43 Torr; 6 h; Autoclave; Hide Experimental Procedure
Jagtap, Samadhan A.; Sasaki, Takehiko; Bhanage, Bhalchandra M.
Journal of Molecular Catalysis A: Chemical, 2016 , vol. 414, p. 78 - 86 Title/Abstract Full Text View citing articles Show Details
99 % Chromat.
2.3. General experimental procedure for synthesis of alkenes viasemi-hydrogenation of alkynes
General procedure: To a 100 mL high-pressure reactor, phenylacetylene (1 mmol),Pd (0.96 molpercent) in a 10 mL THF were transferred under an inertatmosphere. The reactor was flushed three times with nitrogen then pressurized with desired 150 psi of syngas, then heated at70C with constant stirring (400 rpm) for 6 h. After the comple-tion of reaction, the reactor cooled down to room temperature andthe remaining syngas was carefully depressurized. The resultantreaction mixture filtered off by simple filtration. The filtrate was then collected in sample vial and the product was extracted for further analysis such as GC, GC–MS,1H &13C NMR and matched with those of authentic data. Selective experiments were performed in triplicate and it was observed that results showed variation of ±2percent. A
B
C
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Rx-ID: 4979286 Find similar reactions
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With (bis(tricyclohexyl)phosphine)palladium(II) dichloride; hydrogen; triethylamine in benzene
T=155°C; P=53200 Torr; 6 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
Ishii; Miyashita; Kamita; Hidai
Journal of the American Chemical Society, 1997 , vol. 119, # 27 p. 6448 - 6449 Title/Abstract Full Text View citing articles Show Details
A: 10 % Chromat.
With (bis(tricyclohexyl)phosphine)palladium(II) dichloride; hydrogen; triethylamine in benzene
T=155°C; P=53200 Torr; 6 h; Yields of byproduct given. Title compound not separated from byproducts;
Ishii; Miyashita; Kamita; Hidai
Journal of the American Chemical Society, 1997 , vol. 119, # 27 p. 6448 - 6449 Title/Abstract Full Text View citing articles Show Details
A: 9.8 %Chromat.
With BTPP; [Rh(acac)2(CO)2]; hydrogen in toluene
T=100°C; P=7500.75 Torr; 24 h; Autoclave; Catalytic behavior; regioselective reaction;
Zhang, Zongpeng; Wang, Qian; Chen, Caiyou; Han, Zhengyu; Dong, Xiu-Qin; Zhang, Xumu
Organic Letters, 2016 , vol. 18, # 13 p. 3290 - 3293 Title/Abstract Full Text View citing articles Show Details
A
B
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12
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With (.eta.2,.eta.2-norbornadiene)(.eta.2-maleic anhydride)palladium(0); 1,3-bis-(2,6-diethylphenyl)imidazolium chloride; hydrogen; potassium tert-butylate in tetrahydrofuran
T=20°C; P=750.06 Torr; 2.75 h;
Sprengers, Jeroen W.; Wassenaar, Jeroen; Clement, Nicolas D.; Cavell, Kingsley J.; Elsevier, Cornells J.
Angewandte Chemie - International Edition, 2005 , vol. 44, # 13 p. 2026 - 2029 Title/Abstract Full Text View citing articles Show Details
With (.eta.2,.eta.2-norbornadiene)(.eta.2-maleic anhydride)palladium(0); hydrogen in tetrahydrofuran
T=20°C; P=750.06 Torr; 2 h;
Sprengers, Jeroen W.; Wassenaar, Jeroen; Clement, Nicolas D.; Cavell, Kingsley J.; Elsevier, Cornells J.
Angewandte Chemie - International Edition, 2005 , vol. 44, # 13 p. 2026 - 2029 Title/Abstract Full Text View citing articles Show Details
With hydrogen in hexane
T=25°C; P=7500.75 Torr; Catalytic behaviorKineticsMechanism; Reagent/catalyst; chemoselective reaction;
Markov; Bragina; Baeva; Mashkovskii; Rassolov; Yakushev; Vargaftik; Stakheev, A. Yu.
Kinetics and Catalysis, 2016 , vol. 57, # 5 p. 625 - 631 Kinet. Katal., 2016 , vol. 57, # 5 p. 629 - 635,7 Title/Abstract Full Text View citing articles Show Details
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Rx-ID: 32895094 Find similar reactions
59%
With palladium diacetate in cyclohexane
T=140°C; 24 h; Molecular sieveair;
Modak, Atanu; Deb, Arghya; Patra, Tuhin; Rana, Sujoy; Maity, Soham; Maiti, Debabrata
Chemical Communications, 2012 , vol. 48, # 35 p. 4253 - 4255 Title/Abstract Full Text View citing articles Show Details
90 %Chromat.
With palladium nanoparticles supported on fibrous silica in cyclohexane
T=130°C; 22 h; Molecular sieve;
Kundu, Pintu K.; Dhiman, Mahak; Modak, Atanu; Chowdhury, Arindam; Polshettiwar, Vivek; Maiti, Debabrata
ChemPlusChem, 2016 , vol. 81, # 11 p. 1142 - 1146 Title/Abstract Full Text View citing articles Show Details
14
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69%
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Rx-ID: 41726633 Find similar reactions
Stage #1: With bis(1,5-cyclooctadiene)diiridium(I) dichloride; benzyl Ether; IPNBSH in acetonitrile
18 h; Sealed tubeInert atmosphereGlovebox; Stage #2: With acetic acid in tetrahydrofuran; 2,2,2-trifluoroethanol; water
2 h; Sealed tubeInert atmosphereGlovebox; regioselective reaction;
Lundgren, Rylan J.; Thomas, Bryce N.
Chemical Communications, 2016 , vol. 52, # 5 p. 958 - 961 Title/Abstract Full Text View citing articles Show Details
A
B
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15
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With silver tetrafluoroborate in dichloromethane
T=40°C; 3 h;
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Shibata, Yu; Kudo, Eiji; Sugiyama, Haruki; Uekusa, Hidehiro; Tanaka, Ken
Organometallics, 2016 , vol. 35, # 10 p. 1547 - 1552 Title/Abstract Full Text View citing articles Show Details
16
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Rx-ID: 42818279 Find similar reactions
99 %Chromat.
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Muñoz, Salvador B.; Daifuku, Stephanie L.; Brennessel, William W.; Neidig, Michael L.
Journal of the American Chemical Society, 2016 , vol. 138, # 24 p. 7492 - 7495 Title/Abstract Full Text View citing articles Show Details
in tetrahydrofuran
T=20°C; 0.0111111 h; Time;
17
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Rx-ID: 42818280 Find similar reactions
6 %Chromat.
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Muñoz, Salvador B.; Daifuku, Stephanie L.; Brennessel, William W.; Neidig, Michael L.
Journal of the American Chemical Society, 2016 , vol. 138, # 24 p. 7492 - 7495 Title/Abstract Full Text View citing articles Show Details
in tetrahydrofuran
T=20°C; 0.0333333 h; Time;
18
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With lithium chloride; palladium dichloride
3 h; Inert atmosphereSealed tubeHeating; Hide Experimental Procedure
4.4:Representative Procedure for Decarbonylation Reactions.
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Rx-ID: 43143968 Find similar reactions
Tolman, William Baker; Hillmyer, Marc A.; John, Alex; Hogan, Levi Thomas
Patent: US2016/194276 A1, 2016 ; Location in patent: Paragraph 0071-0072; 0074 ; Title/Abstract Full Text Show Details
General procedure: Inside a N2 filled glove box, a Schlenk tube was charged with the p-nitrophenylhydrocinnamate (0.075 g, 0.276 mmol, 1 equiv.), PdCl2 (0.004 g, 0.026 mmol, 10 mol percent or 0.002 g, 0.013 mmol, 5 mol percent). LiCl (0.010 g, 0.236 mmol, 100 mol percent) and DMPU (ca. 0.5 mL) was injected in followed by a Teflon-coated stir bar to yield a light yellow mixture. The Schlenk tube was sealed, brought outside the glove box and set in an oil bath pre-heated to 155-160° C. The reaction mixture was allowed to stir at this temperature for the stipulated period of time during which it darkened to a final red-brown color. At the end of the reaction, the Schlenk tube was removed from the oil bath and allowed to cool to room temperature. (a) For GC-MS analysis: The reaction mixture was transferred to a separatory funnel diluted with EtOAc (ca. 5 mL) and washed with 1M HCl (ca. 5 mL×2) and brine (ca. 5 mL). The organic layer was collected, dried over MgSO4, and analyzed by GC-MS using 1,3,5-trimethoxybenzene as an internal standard. (b) For olefin isolation (reaction carried out at 1 mmol scale): The reaction mixture was transferred to a separatory funnel, diluted with 1M HCl (ca. 10 mL). This mixture was extracted with pentane (ca. 5 ml×3). The combined organic layers were washed with 1M HCl (ca. 5 mL) and then separated. The pentane extracts were dried with MgSO4, and then concentrated under vacuum to remove the pentane. Analysis of the residue by 1H NMR spectroscopy showed the olefin product in >90percent purity.
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Rx-ID: 43143970 Find similar reactions
With lithium chloride; palladium dichloride
3 h; Inert atmosphereSealed tubeHeating; Hide Experimental Procedure
Tolman, William Baker; Hillmyer, Marc A.; John, Alex; Hogan, Levi Thomas
Patent: US2016/194276 A1, 2016 ; Location in patent: Paragraph 0071-0072; 0074 ; Title/Abstract Full Text Show Details
4.3:Representative Procedure for Decarbonylation Reactions.
Inside a N2 filled glove box, a Schlenk tube was charged with the p-nitrophenylhydrocinnamate (0.075 g, 0.276 mmol, 1 equiv.), PdCl2 (0.004 g, 0.026 mmol, 10 mol percent or 0.002 g, 0.013 mmol, 5 mol percent). LiCl (0.010 g, 0.236 mmol, 100 mol percent) and DMPU (ca. 0.5 mL) was injected in followed by a Teflon-coated stir bar to yield a light yellow mixture. The Schlenk tube was sealed, brought outside the glove box and set in an oil bath pre-heated to 155-160° C. The reaction mixture was allowed to stir at this temperature for the stipulated period of time during which it darkened to a final red-brown color. At the end of the reaction, the Schlenk tube was removed from the oil bath and allowed to cool to room temperature. (a) For GC-MS analysis: The reaction mixture was transferred to a separatory funnel diluted with EtOAc (ca. 5 mL) and washed with 1M HCl (ca. 5 mL×2) and brine (ca. 5 mL). The organic layer was collected, dried over MgSO4, and analyzed by GC-MS using 1,3,5-trimethoxybenzene as an internal standard. (b) For olefin isolation (reaction carried out at 1 mmol scale): The reaction mixture was transferred to a separatory funnel, diluted with 1M HCl (ca. 10 mL). This mixture was extracted with pentane (ca. 5 ml×3). The combined organic layers were washed with 1M HCl (ca. 5 mL) and then separated. The pentane extracts were dried with MgSO4, and then concentrated under vacuum to remove the pentane. Analysis of the residue by 1H NMR spectroscopy showed the olefin product in >90percent purity. A
B
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Rx-ID: 43886385 Find similar reactions
A: 30 %Chromat. B: 56 %Chromat.
With bis(acetylacetonate)nickel(II); N,N,N,N,-tetramethylethylenediamine in toluene
T=20°C; 12 h; Inert atmosphere;
A
21
Wu, Qiang; Wang, Lanlan; Jin, Rizhe; Kang, Chuanqing; Bian, Zheng; Du, Zhijun; Ma, Xiaoye; Guo, Haiquan; Gao, Lianxun
European Journal of Organic Chemistry, 2016 , vol. 2016, # 32 p. 5415 - 5422 Title/Abstract Full Text View citing articles Show Details
B
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A: 36% B: 60%
With anhydrous iron chloride; hydrogen; ethyl magnesium chloride in tetrahydrofuran
T=18°C; P=750.075 Torr; 20 h; Inert atmosphereSealed tube; Catalytic behavior; Reagent/catalystSolventTemperaturePressure;
Gieshoff, Tim N.; Villa, Matteo; Welther, Alice; Plois, Markus; Chakraborty, Uttam; Wolf, Robert; Jacobi Von Wangelin, Axel
Green Chemistry, 2015 , vol. 17, # 3 p. 1408 - 1413 Title/Abstract Full Text View citing articles Show Details
A: 56% B: 42%
With anhydrous iron chloride; hydrogen; ethyl magnesium chloride in tetrahydrofuran
T=18°C; P=3000.3 Torr; 1 h; Inert atmosphereSealed tube;
Gieshoff, Tim N.; Villa, Matteo; Welther, Alice; Plois, Markus; Chakraborty, Uttam; Wolf, Robert; Jacobi Von Wangelin, Axel
Green Chemistry, 2015 , vol. 17, # 3 p. 1408 - 1413 Title/Abstract Full Text View citing articles Show Details
With hydrogen; palladium in hexane
other solvents; other catalysts; KineticsMechanismRate constant;
Cerveny, Libor; Paseka, Ivo; Fialova, Eva; Ruzicka, Vlastimil
Collection of Czechoslovak Chemical Communications, 1987 , vol. 52, # 4 p. 1015 - 1020 Title/Abstract Full Text Show Details
With FeCl3-poly-1,2-butadiene-P(OC6H11)2; hydrogen; diisobutylaluminium hydride in benzene
T=25°C; further iron complexes on supports containing phosphorus-based coordinating groups; further solvents (heptane); Product distribution;
Sukhobok, L. N.; Potapov, G. P.; Luksha, V. G.; Krutii, V. N.; Polkovnikov, B. D.
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1982 , vol. 31, # 10 p. 2033 - 2035 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1982 , # 10 p. 2310 - 2312 Title/Abstract Full Text View citing articles Show Details
22
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Rx-ID: 2690600 Find similar reactions
100 % Chromat.
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in tetrahydrofuran
T=0°C; 1 h;
Bandmann, Heinz; Bartik, Tamas; Bauckloh, Sylvia; Behler, Ansgar; Brille, Frank; et al.
Zeitschrift fuer Chemie (Stuttgart, Germany), 1990 , vol. 30, # 6 p. 193 - 204 Title/Abstract Full Text Show Details
T=20°C; Wittig Olefination; 10 h;
Liu, Wenbo; Li, Lu; Chen, Zhengwang; Li, Chao-Jun
Organic and Biomolecular Chemistry, 2015 , vol. 13, # 22 p. 6170 - 6174 Title/Abstract Full Text View citing articles Show Details
A
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B
C
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Rx-ID: 40026964 Find similar reactions
C: 22 %Chromat.
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With trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); potassium carbonate; tris-(o-tolyl)phosphine in methanol; N,N-dimethyl acetamide
T=90°C; 24 h; Schlenk technique; Hide Experimental Procedure
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ETH ZURICH; SARRIA TORO, Juan Manuel; CHEN, Peter; DEN HARTOG, Tim
Patent: WO2015/67696 A1, 2015 ; Location in patent: Page/Page column 4; 5; 7 ; Title/Abstract Full Text Show Details
General procedure: In the glove box, a 5 ml . Young Schlenk (approximately 10 mL total volume) was equipped with a glass coated st ir bar. In the glove box, base (1.5 equiv ), methylenat ion reagent ( 1 .5 equiv), olefin (1 equiv). and catalyst (5 molpercent) were transferred to the vial. A degassed solvent mixture of a polar solvent (16 mL/mmol. substrate) and a ROH solvent (2 mL/mmol substrate) were added and the Schlenk was closed. After transferring the Schlenk outside the glove box, the reaction mixture was heated to 90 °C in an oil bath and st irred for 16 h. Then the reaction mixture was ra idly cooled to 0 °C in an ice bath. Consecutively undecane (0.4 equiv) as internal standard, EbO (45 ml . mmol substrate) and water (45 ml. /mmol substrate) were then added. The phases were separated and the aqueous phase was extracted with EbO (45 mL/mmol substrate). The combined organic phases were washed w ith brine (45 mL/mmol substrate), dried over MgS04 and analyzed by GC-MS. A
B
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24
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A: 13% B: 68%
With tert.-butylhydroperoxide; palladium diacetate; toluene-4-sulfonic acid in water; acetonitrile
T=20°C; Wacker Oxidation; 3 h; chemoselective reaction;
Zhao, Jinwu; Liu, Li; Xiang, Shijian; Liu, Qiang; Chen, Huoji
Organic and Biomolecular Chemistry, 2015 , vol. 13, # 20 p. 5613 - 5616 Title/Abstract Full Text View citing articles Show Details
A
B
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25
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Rx-ID: 41596784 Find similar reactions
A: 60 %Spectr. B: 40 %Spectr.
With bis(cyclopentadienyl)titanium dichloride; magnesium in tetrahydrofuran
T=0°C; Inert atmosphere; Hide Experimental Procedure
Khusainova; Khafizova; Tyumkina; Dzhemilev
Russian Journal of Organic Chemistry, 2015 , vol. 51, # 11 p. 1517 - 1523 Zh. Org. Khim., 2015 , vol. 51, # 11 p. 1551 - 1557,7 Title/Abstract Full Text View citing articles Show Details
Reactions of α-olefins with BCl3·SMe2 in the presence of catalyst Cp2TiCl2. General procedure.
General procedure: Into a glass reactor (50 mL) in an atmosphere of dry argon at stirring with a magnetic stirrer was charged in succession while cooling to 0 °C 5 mL of THF, 4 mg at of Mg powder, 1 mmol of α-olefin, 0.2 mmol of catalyst Cp2TiCl2, and 2 mmol of BCl3·SMe2. The excess of magnesium was filtered off, the solvent was evaporated, and 1-chloro-2-R-borirane was analyzed by NMR.
26
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Rx-ID: 63782 Find similar reactions
100%
With potassium hydroxide in ethylene glycol dimethyl ether
T=40°C; 0.5 h;
D'Incan, E.; Viout, P.
Tetrahedron, 1984 , vol. 40, # 18 p. 3421 - 3424 Title/Abstract Full Text View citing articles Show Details
100%
With potassium hydroxide in butan-1-ol
3 h; Heating;
Ogibin, Yu. N.; Sokolov, A. B.; Ilovaiskii, A. I.; Elison, M. N.; Nikishin, G. I.
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1991 , vol. 40, # 3.2 p. 561 - 566 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1991 , # 3 p. 644 - 649 Title/Abstract Full Text View citing articles Show Details
99%
With [Ni0(1,5-cyclooctadiene)2]; 1,3-bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene in toluene T=130°C; 1 h; Reagent/catalystTemperatureTime;
Lee, Wei-Chih; Wang, Chun-Han; Lin, Yung-Huei; Shih, Wei-Chun; Ong, Tiow-Gan
Organic Letters, 2013 , vol. 15, # 20 p. 5358 - 5361 Title/Abstract Full Text View citing articles Show Details
Ramart-Lucas; Amagat
Bulletin de la Societe Chimique de France, 1932 , vol. <4> 51, p. 108,117 Full Text View citing articles Show Details
With sodium hydroxide; tetrabutylammomium bromide in water; toluene
T=75°C; var.: stirring rate, catalyst structure, catalyst concentration, temperature, counterion, aqueous hydroxide; Rate constantKineticsMechanism;
Halpern, Marc; Sasson, Yoel; Rabinovitz, Mordecai
Journal of Organic Chemistry, 1983 , vol. 48, # 7 p. 1022 - 1025 Title/Abstract Full Text View citing articles Show Details
With nBu4NPF6; hydridophosphonitecobalt(I) in acetonitrile T=30°C; 5 h; Irradiationvarious catalysts; with or without irradiation; Product distribution;
Onishi, Masayoshi; Hiraki, Katsuma; Ishida, Yasuhiro; Dakeshita, Kengo
Chemistry Letters, 1986 , p. 333 - 336 Title/Abstract Full Text Show Details
With cat.: DowexR 1 anion exchanger resin supported RhCl3 in ethanol; water Heatingvar. solv.: BuOH, THF, C2D5OD, add of var. quant. H2O, D2O; Product distribution;
Setty-Fichman, Merav; Blum, Jochanan; Sasson, Yoel; Eisen, Moris
Tetrahedron Letters, 1994 , vol. 35, # 5 p. 781 - 784 Title/Abstract Full Text View citing articles Show Details
With potassium hydroxide; butan-1-ol
substance of uncertain configuration;
Campbell; Young
Journal of the American Chemical Society, 1947 , vol. 69, p. 688 Full Text View citing articles Show Details
With potassium hydroxide; ethylene glycol
T=160°C; substance of uncertain configuration;
Koch
Journal of the Chemical Society, 1948 , p. 1123,1128 Full Text View citing articles Show Details
With sodium ethanolate
substance of uncertain configuration;
Stuurman
Proceedings of the Koninklijke Nederlandse Akademie van Wetenschappen, Series B: Physical Sciences, 1935 , vol. 38, p. 451 Chem. Zentralbl., 1935 , vol. 106, # II p. 991 Full Text View citing articles Show Details
T=300°C; Leiten ueber Palladium; substance of uncertain configuration;
Lewina; Zurikow
Zhurnal Obshchei Khimii, 1934 , vol. 4, p. 1250,1256 Chem. Zentralbl., 1936 , vol. 107, # I p. 4289 Full Text View citing articles Show Details
Lewina
Zhurnal Obshchei Khimii, 1939 , vol. 9, p. 2287,2288, 2289 Chem. Zentralbl., 1940 , vol. 111, # I p. 2455 Full Text View citing articles Show Details
Leiten ueber Aluminiumoxyd; substance of uncertain configuration;
Lewina; Derendjajewa; Fainsilberg
Zhurnal Obshchei Khimii, 1946 , vol. 16, p. 817,818 Chem.Abstr., 1947 , p. 1625 Full Text View citing articles Show Details
Lewina
Zhurnal Obshchei Khimii, 1939 , vol. 9, p. 2287,2288, 2289 Chem. Zentralbl., 1940 , vol. 111, # I p. 2455 Full Text View citing articles Show Details
Lewina
Zhurnal Obshchei Khimii, 1937 , vol. 7, p. 1587,1588 Chem. Zentralbl., 1937 , vol. 108, # II p. 3596 Full Text View citing articles Show Details
Leiten ueber Chrom(III)-oxyd; substance of uncertain configuration;
Lewina; Derendjajewa; Fainsilberg
Zhurnal Obshchei Khimii, 1946 , vol. 16, p. 817,818 Chem.Abstr., 1947 , p. 1625 Full Text View citing articles Show Details
Lewina
Zhurnal Obshchei Khimii, 1939 , vol. 9, p. 2287,2288, 2289 Chem. Zentralbl., 1940 , vol. 111, # I p. 2455 Full Text View citing articles Show Details
Lewina
Zhurnal Obshchei Khimii, 1937 , vol. 7, p. 1587,1588 Chem. Zentralbl., 1937 , vol. 108, # II p. 3596 Full Text View citing articles Show Details
With potassium hydroxide
Tiffeneau
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1904 , vol. 139, p. 482 Full Text View citing articles Show Details
With infusorial earht
T=500°C;
Ramart; Amagat
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1929 , vol. 188, p. 638 Full Text View citing articles Show Details
With chlorohydridotris(triphenylphosphine)ruthenium in toluene
Heating;
Stille, J. K.; Becker Y.
Journal of Organic Chemistry, 1980 , vol. 45, # 11 p. 2139 - 2145 Title/Abstract Full Text View citing articles Show Details
With cyclopalladated N-(p-tolyl)p-nitrobenzaldimine tetrafluoroborate
T=100°C; 19 h;
Wu, Guangzhong; Geib, Steven J.; Rheingold, Arnold L.; Heck, Richard F.
Journal of Organic Chemistry, 1988 , vol. 53, # 14 p. 3238 - 3241 Title/Abstract Full Text View citing articles Show Details
With nBu4NPF6; hydridophosphonitecobalt(I) in acetonitrile
T=30°C; 5 h; Irradiation; Yield given;
Onishi, Masayoshi; Hiraki, Katsuma; Ishida, Yasuhiro; Dakeshita, Kengo
Chemistry Letters, 1986 , p. 333 - 336 Title/Abstract Full Text Show Details
With DowexR 1 anion exchanger resin supported RhCl3 in ethanol; water
Heating; Yield given;
Setty-Fichman, Merav; Blum, Jochanan; Sasson, Yoel; Eisen, Moris
Tetrahedron Letters, 1994 , vol. 35, # 5 p. 781 - 784 Title/Abstract Full Text View citing articles Show Details
With Mg-AIR T=249.85°C; Product distribution; Further Variations:Catalysts;
Marinas; Aramendia; Borau; Jimenez; Urbano
Journal of Catalysis, 2002 , vol. 211, # 2 p. 556 - 559 Title/Abstract Full Text View citing articles Show Details
With Au/Ni immobilized on γ-alumina
T=170°C;
Smirnov; Lanin; Vasil'kov; Nikolaev; Murav'eva; Tyurina; Vlasenko
Russian Chemical Bulletin, 2005 , vol. 54, # 10 p. 2286 - 2289 Title/Abstract Full Text View citing articles Show Details
With Au-Ni/SiO2
T=170°C; in glas ampoules;
Vasil'kov, Alexander Yu.; Nikolaev, Sergey A.; Smirnov, Vladimir V.; Naumkin, Alexander V.; Volkov, Ilija O.; Podshibikhin, Vladislav L.
Mendeleev Communications, 2007 , vol. 17, # 5 p. 268 - 270 Title/Abstract Full Text View citing articles Show Details
With [Pt(1,4-bis(diphenylphosphanyl)butane)(H2O)2][OTf]2; hydrogen in chloroform
T=50°C; P=750.075 Torr;
Gottardo, Marina; Scarso, Alessandro; Paganelli, Stefano; Strukul, Giorgio
Advanced Synthesis and Catalysis, 2010 , vol. 352, # 13 p. 2251 - 2262 Title/Abstract Full Text View citing articles Show Details
With C54H48N2O4P2Ru in Sec-butyl alcohol
T=80°C; Inert atmosphere;
Ding, Fu; Doorslaer, Sabine Van; Cool, Peggie; Verpoort, Francis
Applied Organometallic Chemistry, 2011 , vol. 25, # 8 p. 601 - 607 Title/Abstract Full Text View citing articles Show Details
With C47H43IrN4; sodium t-butanolate in deuterated toluene
T=100°C; Inert atmosphereGlovebox; Kinetics; Concentration;
Knapp, Spring Melody M.; Shaner, Sarah E.; Kim, Daniel; Shopov, Dimitar Y.; Tendler, Jennifer A.; Pudalov, David M.; Chianese, Anthony R.
Organometallics, 2014 , vol. 33, # 2 p. 473 - 484 Title/Abstract Full Text View citing articles Show Details
A
B
C
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27
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Rx-ID: 10021712 Find similar reactions
With hydrogen; 6-DPPon; [rhodium(I)(carbonyl)2(acetylacetonate)] in tetrahydrofuran
T=22°C; P=760 Torr; 20 h; Title compound not separated from byproducts;
Seiche, Wolfgang; Schuschkowski, Alexander; Breit, Bernhard
Advanced Synthesis and Catalysis, 2005 , vol. 347, # 11-13 p. 1488 - 1494 Title/Abstract Full Text View citing articles Show Details
With [rhodium(I)(carbonyl)2(acetylacetonate)]; phosphoric acid; hydrogen; 3,9-bis(2,4-di-tert-butylphenoxy)-2,4,8,10-tetra-oxa-3,9-diphosphaspiro[5.5]-undecane; methoxybenzene in dichloromethane
T=110°C; P=15514.9 Torr; 2 h; Autoclave;
Alhaffar, Mouheddin; Suleiman, Rami; Ali, Bassam El
Catalysis Communications, 2010 , vol. 11, # 8 p. 778 - 782 Title/Abstract Full Text View citing articles Show Details
With [RhCl(η2:η2-cycloocta-1,5-diene)]2; hydrogen; triphenylphosphine in toluene
T=50°C; P=37503.8 Torr; 17 h; Reagent/catalyst; regioselective reaction;
Madalska, Martyna; Loennecke, Peter; Hey-Hawkins, Evamarie
Journal of Molecular Catalysis A: Chemical, 2014 , vol. 383-384, p. 137 - 142 Title/Abstract Full Text View citing articles Show Details
28
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Rx-ID: 22083480 Find similar reactions
54%
With 1,10-phenanthroline; Cu(OH)2 in 1-methyl-pyrrolidin-2-one
T=180°C; 5 h; Inert atmosphereGreen chemistry;
Cadot, Stephane; Rameau, Nelly; Mangematin, Stephane; Pinel, Catherine; Djakovitch, Laurent
Green Chemistry, 2014 , vol. 16, # 6 p. 3089 - 3097 Title/Abstract Full Text View citing articles Show Details
Multi-step reaction with 2 steps
Simonsen
1: glacial acetic acid; hydrogen bromide / 100 °C / im Rohr 2: natrium carbonate View Scheme
Journal of the Chemical Society, 1920 , vol. 117, p. 569 Full Text View citing articles Show Details
A
B
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29
Synthesize Find similar Rx-ID: 32601107 Find similar reactions
With C29H36N3O4Ru in tetrahydrofuran
T=35°C; 3 h; Inert atmosphere;
Keitz, Benjamin K.; Endo, Koji; Patel, Paresma R.; Herbert, Myles B.; Grubbs, Robert H.
Journal of the American Chemical Society, 2012 , vol. 134, # 1 p. 693 - 699 Title/Abstract Full Text View citing articles Show Details
With C31H39ClN3O4Ru in tetrahydrofuran
T=35°C; 3 h; Inert atmosphere;
Keitz, Benjamin K.; Endo, Koji; Patel, Paresma R.; Herbert, Myles B.; Grubbs, Robert H.
Journal of the American Chemical Society, 2012 , vol. 134, # 1 p. 693 - 699 Title/Abstract Full Text View citing articles Show Details
With C35H47N3O4Ru in tetrahydrofuran
T=23°C; 6.5 h; Inert atmosphere; Catalytic behavior; Reagent/catalystTimeTemperature; Overall yield = 91 percent;
Rosebrugh, Lauren E.; Herbert, Myles B.; Marx, Vanessa M.; Keitz, Benjamin K.; Grubbs, Robert H.
Journal of the American Chemical Society, 2013 , vol. 135, # 4 p. 1276 - 1279 Title/Abstract Full Text View citing articles Show Details
With C37H49N3O4Ru in tetrahydrofuran
T=35°C; 7 h; Catalytic behavior; Reagent/catalystTime; diastereoselective reaction;
Bronner, Sarah M.; Herbert, Myles B.; Patel, Paresma R.; Marx, Vanessa M.; Grubbs, Robert H.
Chemical Science, 2014 , vol. 5, # 10 p. 4091 - 4098 Title/Abstract Full Text View citing articles Show Details
A
B
C
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30
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Rx-ID: 37318171 Find similar reactions
A: 58 %Chromat. B: 8 %Chromat. C: 7 %Chromat.
With [(P(OEt)3)2Ni(1,3-cyclooctadiene)]
T=160°C; P=4137.29 Torr; 72 h; Schlenk techniqueInert atmosphere;
Reyes-Sanchez, Adan; Garcia-Ventura, Ilnett; Garcia, Juventino J.
Dalton Transactions, 2014 , vol. 43, # 4 p. 1762 - 1768 Title/Abstract Full Text View citing articles Show Details
A
B
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31
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Rx-ID: 37318172 Find similar reactions
A: 14% B: 51%
Reyes-Sanchez, Adan; Garcia-Ventura, Ilnett; Garcia, Juventino J.
Dalton Transactions, 2014 , vol. 43, # 4 p. 1762 - 1768 Title/Abstract Full Text View citing articles Show Details
With bis(1,5-cyclooctadiene)nickel (0)
T=180°C; 72 h; Schlenk techniqueInert atmosphere;
A
B
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32
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Rx-ID: 37318173 Find similar reactions
A: 12% B: 29%
With [(1,2-bis(diisopropylphosphino)ethane)NiCl2]
T=180°C; 72 h; Schlenk techniqueInert atmosphere;
Reyes-Sanchez, Adan; Garcia-Ventura, Ilnett; Garcia, Juventino J.
Dalton Transactions, 2014 , vol. 43, # 4 p. 1762 - 1768 Title/Abstract Full Text View citing articles Show Details
A: 75 %Chromat. B: 12 %Chromat.
With [(dippf)Ni(1,3-cyclooctadiene)]
T=160°C; P=4137.29 Torr; 72 h; Schlenk techniqueInert atmosphere; Reagent/catalyst;
Reyes-Sanchez, Adan; Garcia-Ventura, Ilnett; Garcia, Juventino J.
Dalton Transactions, 2014 , vol. 43, # 4 p. 1762 - 1768 Title/Abstract Full Text View citing articles Show Details
A
B
C
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33
Synthesize Find similar Rx-ID: 37318174 Find similar reactions
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A: 16 %Chromat. B: 51 %Chromat. C: 5 %Chromat.
Reyes-Sanchez, Adan; Garcia-Ventura, Ilnett; Garcia, Juventino J.
Dalton Transactions, 2014 , vol. 43, # 4 p. 1762 - 1768 Title/Abstract Full Text View citing articles Show Details
With Ni(PEt3)2Cl2
T=160°C; P=4137.29 Torr; 72 h; Schlenk techniqueInert atmosphere; Reagent/catalystTemperature;
A
B
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34
Synthesize Find similar Rx-ID: 37335037 Find similar reactions
Multi-step reaction with 3 steps 1: 1,2,3-Benzotriazole; thionyl chloride / dichloromethane / 2.5 h / 25 °C / |Inert atmosphere; |Schlenk technique 2: bis(1,5-cyclooctadiene)nickel (0); diphenylcyclohexyl phosphine; triethylamine; triethylsilyl trifluoromethanesulphonate / toluene / 2 h / 25 °C / 760.05 Torr 3: C40H37ClIrN5; sodium t-butanolate / benzene-d6 / 80 °C / |Inert atmosphere; |Glovebox View Scheme
A
B
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Knapp, Spring Melody M.; Shaner, Sarah E.; Kim, Daniel; Shopov, Dimitar Y.; Tendler, Jennifer A.; Pudalov, David M.; Chianese, Anthony R.
Organometallics, 2014 , vol. 33, # 2 p. 473 - 484 Title/Abstract Full Text View citing articles Show Details
35
Synthesize Find similar Rx-ID: 37335045 Find similar reactions
Multi-step reaction with 2 steps 1: bis(1,5-cyclooctadiene)nickel (0); diphenylcyclohexyl phosphine; triethylamine; triethylsilyl trifluoromethanesulphonate / toluene / 2 h / 25 °C / 760.05 Torr 2: C40H37ClIrN5; sodium t-butanolate / benzene-d6 / 80 °C / |Inert atmosphere; |Glovebox View Scheme
A
36
B
Knapp, Spring Melody M.; Shaner, Sarah E.; Kim, Daniel; Shopov, Dimitar Y.; Tendler, Jennifer A.; Pudalov, David M.; Chianese, Anthony R.
Organometallics, 2014 , vol. 33, # 2 p. 473 - 484 Title/Abstract Full Text View citing articles Show Details
Synthesize Find similar Rx-ID: 37335050 Find similar reactions
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Multi-step reaction with 4 steps 1: lithium aluminium deuteride / tetrahydrofuran / 16 h / 0 - 25 °C / |Inert atmosphere; |Schlenk technique 2: 1,2,3-Benzotriazole; thionyl chloride / dichloromethane / 2.5 h / 25 °C / |Inert atmosphere; |Schlenk technique 3: bis(1,5-cyclooctadiene)nickel (0); diphenylcyclohexyl phosphine; triethylamine; triethylsilyl trifluoromethanesulphonate / toluene / 2 h / 25 °C / 760.05 Torr 4: C40H37ClIrN5; sodium t-butanolate / benzene-d6 / 80 °C / |Inert atmosphere; |Glovebox View Scheme
Knapp, Spring Melody M.; Shaner, Sarah E.; Kim, Daniel; Shopov, Dimitar Y.; Tendler, Jennifer A.; Pudalov, David M.; Chianese, Anthony R.
Organometallics, 2014 , vol. 33, # 2 p. 473 - 484 Title/Abstract Full Text View citing articles Show Details
A
B
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37
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Rx-ID: 37335061 Find similar reactions
With C40H37ClIrN5; sodium t-butanolate in benzene-d6
T=80°C; Inert atmosphereGlovebox;
Knapp, Spring Melody M.; Shaner, Sarah E.; Kim, Daniel; Shopov, Dimitar Y.; Tendler, Jennifer A.; Pudalov, David M.; Chianese, Anthony R.
Organometallics, 2014 , vol. 33, # 2 p. 473 - 484 Title/Abstract Full Text View citing articles Show Details
38
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43%
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Rx-ID: 37499704 Find similar reactions
With styrene; 1,1'-bis-(diphenylphosphino)ferrocene; tetrakis(triphenylphosphine) palladium(0); 1-trans-IODO-4-CYCLOHEXYL; α,α,α-trifluorotoluene; N,N-dicyclohexylmethylamine
T=110°C; Heck Reaction; 5 h; Inert atmosphereGlovebox; Mechanism;
Zou, Yinjun; Zhou, Jianrong
Chemical Communications, 2014 , vol. 50, # 28 p. 3725 - 3728 Title/Abstract Full Text View citing articles Show Details
A
B
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39
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Rx-ID: 37499705 Find similar reactions
A: 41% B: 13%
Zou, Yinjun; Zhou, Jianrong
Chemical Communications, 2014 , vol. 50, # 28 p. 3725 - 3728 Title/Abstract Full Text View citing articles Show Details
With 1,1'-bis-(diphenylphosphino)ferrocene; tetrakis(triphenylphosphine) palladium(0); α,α,α-trifluorotoluene; N,N-dicyclohexylmethylamine
T=110°C; Heck Reaction; 12 h; Inert atmosphereGlovebox; Mechanism;
40
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85 %Chromat.
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Rx-ID: 37570652 Find similar reactions
With silver-deposited TiO2 in isopropyl alcohol
T=24.84°C; 3 h; Inert atmosphereIrradiation;
Kominami, Hiroshi; Yamamoto, Satoshi; Imamura, Kazuya; Tanaka, Atsuhiro; Hashimoto, Keiji
Chemical Communications, 2014 , vol. 50, # 35 p. 4558 - 4560 Title/Abstract Full Text View citing articles Show Details
A
B
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41
Synthesize Find similar Rx-ID: 38012534 Find similar reactions
With hydrogenchloride; toluene
T=420°C; P=46 Torr; 7 h; Kinetics; TimeTemperaturePressure;
Julio, Libia L.; Lezama, Jesus; Maldonado, Alexis; Mora, Jose R.; Chuchani, Gabriel
Journal of Physical Organic Chemistry, 2014 , vol. 27, # 5 p. 450 - 455 Title/Abstract Full Text View citing articles Show Details
A
B
C
D
E
F
G
H
I
J
42
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With ZSM-5 zeolite T=550°C; Temperature;
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Li, Xiangyu; Li, Jian; Zhou, Guoqiang; Feng, Yu; Wang, Yujue; Yu, Gang; Deng, Shubo; Huang, Jun; Wang, Bin
Applied Catalysis A: General, 2014 , vol. 481, p. 173 - 182 Title/Abstract Full Text View citing articles Show Details
A
B
C
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43
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Rx-ID: 39957562 Find similar reactions
Parfenova, Lyudmila V.; Berestova, Tatyana V.; Kovyazin, Pavel V.; Yakupov, Aydar R.; Mesheryakova, Ekaterina S.; Khalilov, Leonard M.; Dzhemilev, Usein M.
Journal of Organometallic Chemistry, 2014 , vol. 772, p. 292 - 298 Title/Abstract Full Text View citing articles Show Details
With [Zr(η5-C5H5)Cl3]; magnesium in tetrahydrofuran
T=0 - 22°C; 72 h; Inert atmosphereSchlenk technique; diastereoselective reaction; Hide Experimental Procedure
Reaction of allylbenzenes (1a–c) with EtAlCl2 (Et2AlCl) and Mg in the presence of complexes 2a–j
General procedure: A 10ml flask equipped with a magnetic stirrer and filled with argon was loaded with 0.2mmol of complexes (2a–j), 4mmol of Mg (powder), 3ml of a solvent (THF or Et2O) and 4mmol of allylbenzene (1a–c). The mixture was cooled to 0°C and 5mmol of EtAlCl2 or Et2AlCl was added dropwise. The reaction mixture was stirred for 72h at 20–30°C. Further, the mixture was decomposed with 10percent HCl or DCl at 0°C. The products were extracted with Et2O; the organic layer was dried over Na2SO4 and analyzed by GC and GC–MS. The products 8,9a–c were isolated by column chromatography on silica gel (hexane/Et2O 5:1). NMR characteristics and mass-spectral data of 8a, 9a were identical to the literature data [2d]. The oxidation of the reaction mixture with tBuOOH for 24h, subsequent hydrolysis with 10percent HCl and extraction with Et2O gave alcohol 16a, which was isolated by column chromatography on silica gel (hexane/ethyl acetate 97:3). A
B
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D
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44
Synthesize Find similar Rx-ID: 39957563 Find similar reactions
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With Cp(1-neomenthylindenyl)ZrCl2; magnesium in tetrahydrofuran
T=0 - 22°C; 72 h; Inert atmosphereSchlenk technique; stereoselective reaction; Hide Experimental Procedure
Parfenova, Lyudmila V.; Berestova, Tatyana V.; Kovyazin, Pavel V.; Yakupov, Aydar R.; Mesheryakova, Ekaterina S.; Khalilov, Leonard M.; Dzhemilev, Usein M.
Journal of Organometallic Chemistry, 2014 , vol. 772, p. 292 - 298 Title/Abstract Full Text View citing articles Show Details
Reaction of allylbenzenes (1a–c) with EtAlCl2 (Et2AlCl) and Mg in the presence of complexes 2a–j
General procedure: A 10ml flask equipped with a magnetic stirrer and filled with argon was loaded with 0.2mmol of complexes (2a–j), 4mmol of Mg (powder), 3ml of a solvent (THF or Et2O) and 4mmol of allylbenzene (1a–c). The mixture was cooled to 0°C and 5mmol of EtAlCl2 or Et2AlCl was added dropwise. The reaction mixture was stirred for 72h at 20–30°C. Further, the mixture was decomposed with 10percent HCl or DCl at 0°C. The products were extracted with Et2O; the organic layer was dried over Na2SO4 and analyzed by GC and GC–MS. The products 8,9a–c were isolated by column chromatography on silica gel (hexane/Et2O 5:1). NMR characteristics and mass-spectral data of 8a, 9a were identical to the literature data [2d]. The oxidation of the reaction mixture with tBuOOH for 24h, subsequent hydrolysis with 10percent HCl and extraction with Et2O gave alcohol 16a, which was isolated by column chromatography on silica gel (hexane/ethyl acetate 97:3). A
B
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45
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Rx-ID: 39957574 Find similar reactions
With zirconocene dichloride; magnesium in tetrahydrofuran
T=0 - 22°C; 72 h; Inert atmosphereSchlenk technique; diastereoselective reaction; Hide Experimental Procedure
Parfenova, Lyudmila V.; Berestova, Tatyana V.; Kovyazin, Pavel V.; Yakupov, Aydar R.; Mesheryakova, Ekaterina S.; Khalilov, Leonard M.; Dzhemilev, Usein M.
Journal of Organometallic Chemistry, 2014 , vol. 772, p. 292 - 298 Title/Abstract Full Text View citing articles Show Details
Reaction of allylbenzenes (1a–c) with EtAlCl2 (Et2AlCl) and Mg in the presence of complexes 2a–j
General procedure: A 10ml flask equipped with a magnetic stirrer and filled with argon was loaded with 0.2mmol of complexes (2a–j), 4mmol of Mg (powder), 3ml of a solvent (THF or Et2O) and 4mmol of allylbenzene (1a–c). The mixture was cooled to 0°C and 5mmol of EtAlCl2 or Et2AlCl was added dropwise. The reaction mixture was stirred for 72h at 20–30°C. Further, the mixture was decomposed with 10percent HCl or DCl at 0°C. The products were extracted with Et2O; the organic layer was dried over Na2SO4 and analyzed by GC and GC–MS. The products 8,9a–c were isolated by column chromatography on silica gel (hexane/Et2O 5:1). NMR characteristics and mass-spectral data of 8a, 9a were identical to the literature data [2d]. The oxidation of the reaction mixture with tBuOOH for 24h, subsequent hydrolysis with 10percent HCl and extraction with Et2O gave alcohol 16a, which was isolated by column chromatography on silica gel (hexane/ethyl acetate 97:3). A
B
C
D
E
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46
Synthesize Find similar Rx-ID: 39957580 Find similar reactions
A: 29 %Chromat. B: 16 %Chromat. C: 10 %Chromat. D: 9 %Chromat. E: 21 %Chromat.
Parfenova, Lyudmila V.; Berestova, Tatyana V.; Kovyazin, Pavel V.; Yakupov, Aydar R.; Mesheryakova, Ekaterina S.; Khalilov, Leonard M.; Dzhemilev, Usein M.
Journal of Organometallic Chemistry, 2014 , vol. 772, p. 292 - 298 Title/Abstract Full Text View citing articles Show Details
Stage #1: With [Zr(η5-C5H5)Cl3]; ethylaluminum dichloride; magnesium in tetrahydrofuran
T=0 - 22°C; 72 h; Inert atmosphereSchlenk technique; Stage #2: With DCl in tetrahydrofuran; water-d2
Inert atmosphereSchlenk technique; Hide Experimental Procedure
Reaction of allylbenzenes (1a–c) with EtAlCl2 (Et2AlCl) and Mg in the presence of complexes 2a–j
General procedure: A 10ml flask equipped with a magnetic stirrer and filled with argon was loaded with 0.2mmol of complexes (2a–j), 4mmol of Mg (powder), 3ml of a solvent (THF or Et2O) and 4mmol of allylbenzene (1a–c). The mixture was cooled to 0°C and 5mmol of EtAlCl2 or Et2AlCl was added dropwise. The reaction mixture was stirred for 72h at 20–30°C. Further, the mixture was decomposed with 10percent HCl or DCl at 0°C. The products were extracted with Et2O; the organic layer was dried over Na2SO4 and analyzed by GC and GC–MS. The products 8,9a–c were isolated by column t
chromatography on silica gel (hexane/Et2O 5:1). NMR characteristics and mass-spectral data of 8a, 9a were identical to the literature data [2d]. The oxidation of the reaction mixture with BuOOH for 24h, subsequent hydrolysis with 10percent HCl and extraction with Et2O gave alcohol 16a, which was isolated by column chromatography on silica gel (hexane/ethyl acetate 97:3). A
B
C
D
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47
Synthesize Find similar Rx-ID: 39957582 Find similar reactions
A: 10 %Chromat. B: 9 %Chromat. C: 14 %Chromat. D: 29 %Chromat.
Stage #1: With zirconocene dichloride; diethylaluminium chloride; magnesium in tetrahydrofuran
T=0 - 22°C; 72 h; Inert atmosphereSchlenk technique; Stage #2: With hydrogen chloride in tetrahydrofuran; water-d2
Inert atmosphereSchlenk technique; Hide Experimental Procedure
Parfenova, Lyudmila V.; Berestova, Tatyana V.; Kovyazin, Pavel V.; Yakupov, Aydar R.; Mesheryakova, Ekaterina S.; Khalilov, Leonard M.; Dzhemilev, Usein M.
Journal of Organometallic Chemistry, 2014 , vol. 772, p. 292 - 298 Title/Abstract Full Text View citing articles Show Details
Reaction of allylbenzenes (1a–c) with EtAlCl2 (Et2AlCl) and Mg in the presence of complexes 2a–j
General procedure: A 10ml flask equipped with a magnetic stirrer and filled with argon was loaded with 0.2mmol of complexes (2a–j), 4mmol of Mg (powder), 3ml of a solvent (THF or Et2O) and 4mmol of allylbenzene (1a–c). The mixture was cooled to 0°C and 5mmol of EtAlCl2 or Et2AlCl was added dropwise. The reaction mixture was stirred for 72h at 20–30°C. Further, the mixture was decomposed with 10percent HCl or DCl at 0°C. The products were extracted with Et2O; the organic layer was dried over Na2SO4 and analyzed by GC and GC–MS. The products 8,9a–c were isolated by column chromatography on silica gel (hexane/Et2O 5:1). NMR characteristics and mass-spectral data of 8a, 9a were identical to the literature data [2d]. The oxidation of the reaction mixture with tBuOOH for 24h, subsequent hydrolysis with 10percent HCl and extraction with Et2O gave alcohol 16a, which was isolated by column chromatography on silica gel (hexane/ethyl acetate 97:3). A
B
C
D
E
F
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48
Synthesize Find similar Rx-ID: 39957583 Find similar reactions
A: 24 %Chromat. B: 14 %Chromat. C: 7 %Chromat. F: 18 %Chromat.
Stage #1: With Cp(1-neomenthylindenyl)ZrCl2; ethylaluminum dichloride; magnesium in tetrahydrofuran
T=0 - 22°C; 72 h; Inert atmosphereSchlenk technique; Stage #2: With DCl in tetrahydrofuran; water-d2
Inert atmosphereSchlenk technique; Hide Experimental Procedure
Parfenova, Lyudmila V.; Berestova, Tatyana V.; Kovyazin, Pavel V.; Yakupov, Aydar R.; Mesheryakova, Ekaterina S.; Khalilov, Leonard M.; Dzhemilev, Usein M.
Journal of Organometallic Chemistry, 2014 , vol. 772, p. 292 - 298 Title/Abstract Full Text View citing articles Show Details
Reaction of allylbenzenes (1a–c) with EtAlCl2 (Et2AlCl) and Mg in the presence of complexes 2a–j
General procedure: A 10ml flask equipped with a magnetic stirrer and filled with argon was loaded with 0.2mmol of complexes (2a–j), 4mmol of Mg (powder), 3ml of a solvent (THF or Et2O) and 4mmol of allylbenzene (1a–c). The mixture was cooled to 0°C and 5mmol of EtAlCl2 or Et2AlCl was added dropwise. The reaction mixture was stirred for 72h at 20–30°C. Further, the mixture was decomposed with 10percent HCl or DCl at 0°C. The products were extracted with Et2O; the organic layer was dried over Na2SO4 and analyzed by GC and GC–MS. The products 8,9a–c were isolated by column chromatography on silica gel (hexane/Et2O 5:1). NMR characteristics and mass-spectral data of 8a, 9a were identical to the literature data [2d]. The oxidation of the reaction mixture with tBuOOH for 24h, subsequent hydrolysis with 10percent HCl and extraction with Et2O gave alcohol 16a, which was isolated by column chromatography on silica gel (hexane/ethyl acetate 97:3). A
B
49
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Rx-ID: 34654574 Find similar reactions
A: 6 %Spectr. B: 84 %Spectr.
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Larsson, Johanna M.; Szabó, Kálmán J.
Journal of the American Chemical Society, 2013 , vol. 135, # 1 p. 443 - 455 Title/Abstract Full Text View citing articles Show Details
With tetrakis(acetonitrile)palladium(II) tetrafluoroborate in dimethylsulfoxide-d6; d(4)-methanol
T=50°C; 15 h;
A
B
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50
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Rx-ID: 34654578 Find similar reactions
Larsson, Johanna M.; Szabó, Kálmán J.
Journal of the American Chemical Society, 2013 , vol. 135, # 1 p. 443 - 455 Title/Abstract Full Text View citing articles Show Details
in dimethylsulfoxide-d6; d(4)-methanol
T=50°C;
A
B
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51
Synthesize Find similar Rx-ID: 34654580 Find similar reactions
A: 23 %Spectr. B: 69 %Spectr.
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Stage #1: 1-Phenyl-2-propen-1-ol With tetrakis(acetonitrile)palladium(II) tetrafluoroborate in dimethylsulfoxide-d6; d(4)-methanol
T=50°C; 15 h; Stage #2: 1,1,1,2,2,2-hexamethyldisilane With tetrakis(acetonitrile)palladium(II) tetrafluoroborate in dimethylsulfoxide-d6; d(4)-methanol
T=50°C; 15 h;
Larsson, Johanna M.; Szabó, Kálmán J.
Journal of the American Chemical Society, 2013 , vol. 135, # 1 p. 443 - 455 Title/Abstract Full Text View citing articles Show Details
A
B
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52
Synthesize Find similar Rx-ID: 34654586 Find similar reactions
Multi-step reaction with 2 steps 1: silver tetrafluoroborate / 0.17 h / |Inert atmosphere; |Darkness 2: dimethylsulfoxide-d6; d(4)-methanol / 50 °C View Scheme
Larsson, Johanna M.; Szabó, Kálmán J.
Journal of the American Chemical Society, 2013 , vol. 135, # 1 p. 443 - 455 Title/Abstract Full Text View citing articles Show Details
A
B
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53
Synthesize Find similar Rx-ID: 34654592 Find similar reactions
Multi-step reaction with 2 steps 1: tetrakis(acetonitrile)palladium(II) tetrafluoroborate / dimethyl sulfoxide / 15 h / 50 °C 2: tetrakis(acetonitrile)palladium(II) tetrafluoroborate / dimethylsulfoxide-d6; d(4)-methanol / 15 h / 50 °C View Scheme
Larsson, Johanna M.; Szabó, Kálmán J.
Journal of the American Chemical Society, 2013 , vol. 135, # 1 p. 443 - 455 Title/Abstract Full Text View citing articles Show Details
Multi-step reaction with 3 steps 1.1: boron trifluoride diethyl etherate / dimethyl sulfoxide / 0.17 h / 20 °C / |Inert atmosphere 1.2: 0.17 h / 20 °C / |Inert atmosphere 2.1: silver tetrafluoroborate / 0.17 h / |Inert atmosphere; |Darkness 3.1: dimethylsulfoxide-d6; d(4)-methanol / 50 °C View Scheme
Larsson, Johanna M.; Szabó, Kálmán J.
Journal of the American Chemical Society, 2013 , vol. 135, # 1 p. 443 - 455 Title/Abstract Full Text View citing articles Show Details
A
54
B
C
D
E
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Rx-ID: 35188198 Find similar reactions
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Frazier, Brenda A.; Williams, Valerie A.; Wolczanski, Peter T.; Bart, Suzanne C.; Meyer, Karsten; Cundari, Thomas R.; Lobkovsky, Emil B.
Inorganic Chemistry, 2013 , vol. 52, # 6 p. 3295 - 3312 Title/Abstract Full Text View citing articles Show Details
in benzene-d6
T=23°C; 156 h; Inert atmosphereSealed tube;
A
B
C
D
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55
Synthesize Find similar Rx-ID: 35668427 Find similar reactions
A: 6 %Chromat. B: 16 %Chromat. C: 18 %Chromat. D: 47 %Chromat.
With water
T=120°C; 2 h; Sealed tube;
Simion, Alina-Marieta; Arimura, Takashi; Simion, Cristian
Comptes Rendus Chimie, 2013 , vol. 16, # 5 p. 476 - 481 Title/Abstract Full Text View citing articles Show Details
A
B
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56
Synthesize Find similar Rx-ID: 35668432 Find similar reactions
Multi-step reaction with 2 steps 1: water / 3 h / |Reflux; |Sealed tube 2: water; rhodium contaminated with carbon / 2 h / 120 °C / |Sealed tube View Scheme
Simion, Alina-Marieta; Arimura, Takashi; Simion, Cristian
Comptes Rendus Chimie, 2013 , vol. 16, # 5 p. 476 - 481 Title/Abstract Full Text View citing articles Show Details
A
B
C
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57
Synthesize Find similar Rx-ID: 35668435 Find similar reactions
A: 15 %Chromat. B: 18 %Chromat. C: 7 %Chromat.
With rhodium contaminated with carbon; water
T=120°C; 2 h; Sealed tube;
Simion, Alina-Marieta; Arimura, Takashi; Simion, Cristian
Comptes Rendus Chimie, 2013 , vol. 16, # 5 p. 476 - 481 Title/Abstract Full Text View citing articles Show Details
A
B
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58
Synthesize Find similar Rx-ID: 35668436 Find similar reactions
A: 16 %Chromat. B: 9 %Chromat.
With rhodium contaminated with carbon; water
T=120°C; 2 h; Sealed tube;
Simion, Alina-Marieta; Arimura, Takashi; Simion, Cristian
Comptes Rendus Chimie, 2013 , vol. 16, # 5 p. 476 - 481 Title/Abstract Full Text View citing articles Show Details
A
59
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B
Find similar Rx-ID: 35668438 Find similar reactions
A: 5.6 %Chromat. B: 94 %Chromat.
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With water
1 h; Reflux; Time;
Simion, Alina-Marieta; Arimura, Takashi; Simion, Cristian
Comptes Rendus Chimie, 2013 , vol. 16, # 5 p. 476 - 481 Title/Abstract Full Text View citing articles Show Details
A
B
C
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60
Synthesize Find similar Rx-ID: 35668439 Find similar reactions
A: 6 %Chromat. B: 9 %Chromat. C: 84.5 %Chromat.
With water
1 h; Reflux; Time;
Simion, Alina-Marieta; Arimura, Takashi; Simion, Cristian
Comptes Rendus Chimie, 2013 , vol. 16, # 5 p. 476 - 481 Title/Abstract Full Text View citing articles Show Details
A
B
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61
Synthesize Find similar Rx-ID: 36381194 Find similar reactions
With samarium diiodide; tert-butyl alcohol in tetrahydrofuran
T=-78 - 20°C; Inert atmosphere; Hide Experimental Procedure
Schaefer, Sara L.; Roberts, Connor L.; Volz, Erasmus O.; Grasso, Monika R.; O'Neil, Gregory W.
Tetrahedron Letters, 2013 , vol. 54, # 45 p. 6125 - 6128 Title/Abstract Full Text View citing articles Show Details
Alkene 28
General procedure: To a freshly prepared solution of SmI2 (0.1 M, 10.2 mL) at -78 °C was added degassed tBuOH(290 μL, 3.06 mmol) and the mixture was warmed to 0 °C for 10 min. The solution was cooledto -78 °C before adding 26 (0.050 g, 0.14) and the mixture was then warmed to roomtemperature for 1 h. The reaction was quenched with aq. NH4Cl (25 mL) and extracted with ethylacetate (2 x 15 mL). The combined organic extracts were dried over MgSO4 and concentrated in vacuo. Purification by flash column chromatography on silica (20:1 hexanes:ethyl acetate)afforded 28 (21 mg, 66percent). IR (neat) 2955, 2928, 2856, 1737, 1716, 1590, 1562, 1472, 1437 cm-1. 1H NMR (500 MHz, CDCl3): δ 7.37 (d, J = 1.6 Hz, 1H), 7.08 (dd, J = 8.3, 1.6 Hz, 1H), 6.83(d, J = 8.3 Hz, 1H), 5.92 (m, 1H), 5.08 (s, 1H), 5.06 (dd, J = 6.7, 1.2 Hz, 1H), 3.87 (s, 3H), 3.30(d, J = 6.6 Hz, 2H). 13C NMR (126 MHz, CDCl3): δ 154.4, 137.0, 133.4, 130.4, 128.5, 125.9,116.1, 111.8, 56.3, 38.7. A
B
62
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Rx-ID: 36381196 Find similar reactions
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With samarium diiodide; tert-butyl alcohol in tetrahydrofuran
T=-78 - 20°C; Inert atmosphere; Hide Experimental Procedure
Schaefer, Sara L.; Roberts, Connor L.; Volz, Erasmus O.; Grasso, Monika R.; O'Neil, Gregory W.
Tetrahedron Letters, 2013 , vol. 54, # 45 p. 6125 - 6128 Title/Abstract Full Text View citing articles Show Details
Alkene 28
General procedure: To a freshly prepared solution of SmI2 (0.1 M, 10.2 mL) at -78 °C was added degassed tBuOH(290 μL, 3.06 mmol) and the mixture was warmed to 0 °C for 10 min. The solution was cooledto -78 °C before adding 26 (0.050 g, 0.14) and the mixture was then warmed to roomtemperature for 1 h. The reaction was quenched with aq. NH4Cl (25 mL) and extracted with ethylacetate (2 x 15 mL). The combined organic extracts were dried over MgSO4 and concentrated in vacuo. Purification by flash column chromatography on silica (20:1 hexanes:ethyl acetate)afforded 28 (21 mg, 66percent). IR (neat) 2955, 2928, 2856, 1737, 1716, 1590, 1562, 1472, 1437 cm-1. 1H NMR (500 MHz, CDCl3): δ 7.37 (d, J = 1.6 Hz, 1H), 7.08 (dd, J = 8.3, 1.6 Hz, 1H), 6.83(d, J = 8.3 Hz, 1H), 5.92 (m, 1H), 5.08 (s, 1H), 5.06 (dd, J = 6.7, 1.2 Hz, 1H), 3.87 (s, 3H), 3.30(d, J = 6.6 Hz, 2H). 13C NMR (126 MHz, CDCl3): δ 154.4, 137.0, 133.4, 130.4, 128.5, 125.9,116.1, 111.8, 56.3, 38.7. A
B
C
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63
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Rx-ID: 36513256 Find similar reactions
With iron(II) chloride in 1-methyl-pyrrolidin-2-one; m-xylene
T=20°C; 6 h;
Gaertner, Dominik; Konnerth, Hannelore; Von Wangelin, Axel Jacobi
Catalysis Science and Technology, 2013 , vol. 3, # 10 p. 2541 - 2545 Title/Abstract Full Text View citing articles Show Details
A
B
C
D
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64
Synthesize Find similar Rx-ID: 36513257 Find similar reactions
With iron(II) chloride in tetrahydrofuran
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Gaertner, Dominik; Konnerth, Hannelore; Von Wangelin, Axel Jacobi
T=20°C; 6 h;
Catalysis Science and Technology, 2013 , vol. 3, # 10 p. 2541 - 2545 Title/Abstract Full Text View citing articles Show Details
65
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Rx-ID: 36875989 Find similar reactions
With Titanium(IV) oxide in isopropyl alcohol
60 h; IrradiationInert atmosphere;
Li, Yue; Ji, Hongwei; Chen, Chuncheng; Ma, Wanhong; Zhao, Jincai
Angewandte Chemie - International Edition, 2013 , vol. 52, # 48 p. 12636 - 12640 Angew. Chem., 2013 , vol. 125, # 48 p. 12868 - 12872,5 Title/Abstract Full Text View citing articles Show Details
A
B
C
D
E
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66
Synthesize Find similar Rx-ID: 3379462 Find similar reactions
With hydrogen; PtGe in ethanol
T=59.9°C; influence of Ge content on the rate constant; Rate constantProduct distribution;
Galvagno, S.; Poltarzewski, Z.; Donato, A.; Neri, G.; Pietropaolo, R.
Journal of the Chemical Society, Chemical Communications, 1986 , # 23 p. 1729 - 1731 Title/Abstract Full Text View citing articles Show Details
With hydrogen in n-heptane
T=89.84°C; P=7500.75 Torr;
MacHado, Bruno F.; Morales-Torres, Sergio; Perez-Cadenas, Agustin F.; Maldonado-Hodar, Francisco J.; Carrasco-Marin, Francisco; Silva, Adrian M.T.; Figueiredo, Jose L.; Faria, Joaquim L.
Applied Catalysis A: General, 2012 , vol. 425-426, p. 161 - 169 Title/Abstract Full Text View citing articles Show Details
A
B
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67
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Rx-ID: 32600561 Find similar reactions
With iron (+/-)-(N,N'-bis(pyridin-2-ylmethylene)cyclohexane-1,2-diamine)dichloride in tetrahydrofuran
T=-20°C; 0.25 h;
Le Bailly, Bryden A. F.; Greenhalgh, Mark D.; Thomas, Stephen P.
Chemical Communications, 2012 , vol. 48, # 10 p. 1580 - 1582 Title/Abstract Full Text View citing articles Show Details
A
B
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68
Synthesize Find similar Rx-ID: 33482870 Find similar reactions
Multi-step reaction with 2 steps 1: pyridine 2: hydrogen / toluene / 16 h / 60 °C View Scheme
Noujima, Akifumi; Mitsudome, Takato; Mizugaki, Tomoo; Jitsukawa, Koichiro; Kaneda, Kiyotomi
Chemical Communications, 2012 , vol. 48, # 53 p. 6723 - 6725 Title/Abstract Full Text View citing articles Show Details
A
B
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69
Synthesize Find similar Rx-ID: 33482877 Find similar reactions
A: 89% B: 10%
With hydrotalcite-supported Au nanoparticles in toluene
T=80°C; 3 h; Inert atmosphere; chemoselective reaction;
Noujima, Akifumi; Mitsudome, Takato; Mizugaki, Tomoo; Jitsukawa, Koichiro; Kaneda, Kiyotomi
Chemical Communications, 2012 , vol. 48, # 53 p. 6723 - 6725 Title/Abstract Full Text View citing articles Show Details
A
70
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B
C
D
Find similar Rx-ID: 33482878 Find similar reactions
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With hydrogen in toluene
T=80°C; P=760.051 Torr; 12 h; chemoselective reaction;
Synthesize Find similar
Noujima, Akifumi; Mitsudome, Takato; Mizugaki, Tomoo; Jitsukawa, Koichiro; Kaneda, Kiyotomi
Chemical Communications, 2012 , vol. 48, # 53 p. 6723 - 6725 Title/Abstract Full Text View citing articles Show Details
A
B
C
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71
Synthesize Find similar Rx-ID: 33482879 Find similar reactions
With hydrogen in toluene
T=80°C; P=760.051 Torr; 12 h; chemoselective reaction;
Noujima, Akifumi; Mitsudome, Takato; Mizugaki, Tomoo; Jitsukawa, Koichiro; Kaneda, Kiyotomi
Chemical Communications, 2012 , vol. 48, # 53 p. 6723 - 6725 Title/Abstract Full Text View citing articles Show Details
A
B
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72
Synthesize Find similar Rx-ID: 33482888 Find similar reactions
With hydrogen in toluene
T=60°C; 16 h; chemoselective reaction;
Noujima, Akifumi; Mitsudome, Takato; Mizugaki, Tomoo; Jitsukawa, Koichiro; Kaneda, Kiyotomi
Chemical Communications, 2012 , vol. 48, # 53 p. 6723 - 6725 Title/Abstract Full Text View citing articles Show Details
A
73
B
Synthesize Find similar Rx-ID: 33482890 Find similar reactions
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Multi-step reaction with 2 steps 1: pyridine 2: hydrotalcite-supported Au nanoparticles / toluene / 3 h / 80 °C / Inert atmosphere View Scheme
Noujima, Akifumi; Mitsudome, Takato; Mizugaki, Tomoo; Jitsukawa, Koichiro; Kaneda, Kiyotomi
Chemical Communications, 2012 , vol. 48, # 53 p. 6723 - 6725 Title/Abstract Full Text View citing articles Show Details
A
B
C
D
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74
Synthesize Find similar Rx-ID: 33482891 Find similar reactions
Multi-step reaction with 2 steps 1: pyridine 2: hydrogen / toluene / 12 h / 80 °C / 760.05 Torr View Scheme
Noujima, Akifumi; Mitsudome, Takato; Mizugaki, Tomoo; Jitsukawa, Koichiro; Kaneda, Kiyotomi
Chemical Communications, 2012 , vol. 48, # 53 p. 6723 - 6725 Title/Abstract Full Text View citing articles Show Details
A
B
C
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75
Synthesize Find similar Rx-ID: 33482892 Find similar reactions
Multi-step reaction with 2 steps 1: pyridine 2: hydrogen / toluene / 12 h / 80 °C / 760.05 Torr View Scheme
Noujima, Akifumi; Mitsudome, Takato; Mizugaki, Tomoo; Jitsukawa, Koichiro; Kaneda, Kiyotomi
Chemical Communications, 2012 , vol. 48, # 53 p. 6723 - 6725 Title/Abstract Full Text View citing articles Show Details
A
76
B
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Rx-ID: 33724082 Find similar reactions
A: 31% B: 64%
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With Rh(acac)(CO)2; 3,3',5,5'-tetra(2,4-difluorophenyl)-2,2',6,6'-tetra((di-1-pyrrolylphosphino)oxy)-1,1'-biphenyl; hydrogen in toluene
T=120°C; P=3800.26 Torr; 2 h; Autoclave; regioselective reaction;
A
B
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Cai, Chaoxian; Yu, Shichao; Cao, Bonan; Zhang, Xumu
Chemistry - A European Journal, 2012 , vol. 18, # 32 p. 9992 - 9998 Title/Abstract Full Text View citing articles Show Details
77
Synthesize Find similar Rx-ID: 34285562 Find similar reactions
A: 34% B: 95%
With 1-n-butyl-3-methylimidazolim bromide
T=90°C; 1 h; Inert atmosphereGreen chemistry; ConcentrationTemperatureTime;
Liu, Yajun; Xu, Yongnan; Jung, Sun Ho; Chae, Junghyun
Synlett, 2012 , vol. 23, # 18 p. 2692 - 2698,7 Title/Abstract Full Text Show Details
Liu, Yajun; Xu, Yongnan; Jung, Sun Ho; Chae, Junghyun
Synlett, 2012 , vol. 23, # 18 p. 2692 - 2698 Title/Abstract Full Text View citing articles Show Details
A
B
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78
Synthesize Find similar Rx-ID: 34285579 Find similar reactions
Multi-step reaction with 2 steps 1: pyridine / 20 °C
Liu, Yajun; Xu, Yongnan; Jung, Sun Ho; Chae, Junghyun
Synlett, 2012 , vol. 23, # 18 p. 2692 - 2698,7
2: 1-n-butyl-3-methylimidazolim bromide / 1 h / 90 °C / |Inert atmosphere; |Green chemistry View Scheme
Title/Abstract Full Text Show Details
Liu, Yajun; Xu, Yongnan; Jung, Sun Ho; Chae, Junghyun
Synlett, 2012 , vol. 23, # 18 p. 2692 - 2698 Title/Abstract Full Text View citing articles Show Details
79
Synthesize Find similar
100%
Synthesize Find similar
Rx-ID: 2068103 Find similar reactions
Keinan, Ehud; Greenspoon, Noam
Tetrahedron Letters, 1982 , vol. 23, # 2 p. 241 - 244 Title/Abstract Full Text View citing articles Show Details
With tetrakis(triphenylphosphine) palladium(0); tri-n-butyl-tin hydride in tetrahydrofuran
77%
With sodium tetrahydroborate; nickel dichloride in methanol
T=20°C; 0.166667 h;
Yin, Biao-Lin; Cai, Cong-Bi; Lai, Jin-Qiang; Zhang, Ze-Ren; Huang, Li; Xu, Li-Wen; Jiang, Huan-Feng
Advanced Synthesis and Catalysis, 2011 , vol. 353, # 18 p. 3319 - 3324 Title/Abstract Full Text View citing articles Show Details
32%
With tetraethylammonium tosylate; benzaldehyde; bis-triphenylphosphine-palladium(II) chloride in N,N-dimethyl-formamide
electrochemical reduction;
Qiu, Weiming; Wang, Zhiqin
Journal of the Chemical Society, Chemical Communications, 1989 , p. 356 - 357 Title/Abstract Full Text View citing articles Show Details
80
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Synthesize Find similar
Rx-ID: 3821289 Find similar reactions
94%
With carbon monoxide in tetrahydrofuran; water
T=110°C; P=6840.46 Torr; 3 h; Autoclave; chemoselective reaction;
Mikami, Yusuke; Noujima, Akifumi; Mitsudome, Takato; Mizugaki, Tomoo; Jitsukawa, Koichiro; Kaneda, Kiyotomi
Tetrahedron Letters, 2010 , vol. 51, # 41 p. 5466 - 5468 Title/Abstract Full Text View citing articles Show Details
70%
With sodium tetrahydroborate; bis(tetra-n-butylammonium) tetrakis(benzenethiolato-.mu.3-sulphido-iron) in ethanol; acetonitrile
T=25°C; 3 h;
Itoh, Takashi; Nagano, Tetsuo; Sato, Mitsuo; Hirobe, Masaaki
Tetrahedron Letters, 1989 , vol. 30, # 46 p. 6387 - 6388 Title/Abstract Full Text View citing articles Show Details
98 %Chromat.
With isopropyl alcohol in toluene
T=110°C; 4 h; Inert atmosphere; chemoselective reaction;
Noujima, Akifumi; Mitsudome, Takato; Mizugaki, Tomoo; Jitsukawa, Koichiro; Kaneda, Kiyotomi
Molecules, 2011 , vol. 16, # 10 p. 8209 - 8227 Title/Abstract Full Text View citing articles Show Details
A
B
C
D
81
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Rx-ID: 31881032 Find similar reactions
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Palacios, Laura; Miao, Xiaowei; Di Giuseppe, Andrea; Pascal, Simon; Cunchillos, Carmen; Castarlenas, Ricardo; Perez-Torrente, Jesus J.; Lahoz, Fernando J.; Dixneuf, Pierre H.; Oro, Luis A.
Organometallics, 2011 , vol. 30, # 19 p. 5208 - 5213 Title/Abstract Full Text View citing articles Show Details
in toluene
T=20°C; 1.25 h;
A
B
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82
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Synthesize Find similar
Rx-ID: 33050540 Find similar reactions
A: 6%
With platinum in toluene
T=70°C; 3 h; regioselective reaction;
El Malki, Abdelghani; Hannioui, Abdellah; El Mostapha, Rakib; Knouzi, Nourredine; Vaultier, Michel
Letters in Organic Chemistry, 2011 , vol. 8, # 5 p. 361 - 363 Title/Abstract Full Text View citing articles Show Details
A
B
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83
Synthesize Find similar Rx-ID: 29321324 Find similar reactions
B: 6%
in N,N-dimethyl-formamide
T=95°C; 2 h;
Synthesize Find similar
Shi, Xiao-Xin; Shen, Chun-Li; Yao, Jian-Zhong; Nie, Liang-Deng; Quan, Na
Tetrahedron Asymmetry, 2010 , vol. 21, # 3 p. 277 - 284 Title/Abstract Full Text View citing articles Show Details
A
B
C
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84
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Synthesize Find similar
Synthesize Find similar
Rx-ID: 29321325 Find similar reactions
C: 63%
Shi, Xiao-Xin; Shen, Chun-Li; Yao, Jian-Zhong; Nie, Liang-Deng; Quan, Na
Tetrahedron Asymmetry, 2010 , vol. 21, # 3 p. 277 - 284 Title/Abstract Full Text View citing articles Show Details
T=95°C; 3 h; optical yield given as percent ee;
A
B
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85
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Synthesize Find similar
Rx-ID: 29321326 Find similar reactions
B: 12%
With 18-crown-6 ether in benzene
T=80°C; 32 h;
Shi, Xiao-Xin; Shen, Chun-Li; Yao, Jian-Zhong; Nie, Liang-Deng; Quan, Na
Tetrahedron Asymmetry, 2010 , vol. 21, # 3 p. 277 - 284 Title/Abstract Full Text View citing articles Show Details
A
B
C
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86
Synthesize Find similar Rx-ID: 29321327 Find similar reactions
C: 60%
T=95°C; 3 h; optical yield given as percent ee;
Synthesize Find similar
Synthesize Find similar
Shi, Xiao-Xin; Shen, Chun-Li; Yao, Jian-Zhong; Nie, Liang-Deng; Quan, Na
Tetrahedron Asymmetry, 2010 , vol. 21, # 3 p. 277 - 284 Title/Abstract Full Text View citing articles Show Details
A
B
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87
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Rx-ID: 29321328 Find similar reactions
B: 8%
Shi, Xiao-Xin; Shen, Chun-Li; Yao, Jian-Zhong; Nie, Liang-Deng; Quan, Na
Tetrahedron Asymmetry, 2010 , vol. 21, # 3 p. 277 - 284 Title/Abstract Full Text View citing articles Show Details
in N,N-dimethyl-formamide
T=90°C; 2 h;
A
B
C
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88
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Rx-ID: 29321329 Find similar reactions
C: 62%
Shi, Xiao-Xin; Shen, Chun-Li; Yao, Jian-Zhong; Nie, Liang-Deng; Quan, Na
Tetrahedron Asymmetry, 2010 , vol. 21, # 3 p. 277 - 284 Title/Abstract Full Text View citing articles Show Details
T=95°C; 3 h; optical yield given as percent ee;
89
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Rx-ID: 29665917 Find similar reactions
Zhang, Yunlong; Kubicki, Jacek; Platz, Matthew S.
Organic Letters, 2010 , vol. 12, # 14 p. 3182 - 3184 Title/Abstract Full Text View citing articles Show Details
in cyclohexane
T=20°C; Flash photolysis;
A
B
C
90
Synthesize Find similar Rx-ID: 29743583 Find similar reactions
Synthesize Find similar
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With n-butyllithium in tetrahydrofuran; hexane
T=-80°C; 0.0833333 h; Inert atmosphere;
Scholz, Roland; Hellmann, Gunther; Rohs, Susanne; Raabe, Gerhard; Runsink, Jan; Oezdemir, Diana; Luche, Olaf; Hess, Thomas; Giesen, Alexander W.; Atodiresei, Juliana; Lindner, Hans J.; Gais, Hans-Joachim
European Journal of Organic Chemistry, 2010 , # 24 p. 4559 - 4587 Title/Abstract Full Text View citing articles Show Details
A
B
C
D
E
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Synthesize Find similar
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91
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Synthesize Find similar
Rx-ID: 29951089 Find similar reactions
With Mg/Al calcined hydrotalcite T=300°C;
Manivannan; Pandurangan
Kinetics and Catalysis, 2010 , vol. 51, # 1 p. 56 - 62 Title/Abstract Full Text View citing articles Show Details
With Mg/Al-3.0 calcined hydrotalcite T=400°C;
Manivannan; Pandurangan
Kinetics and Catalysis, 2010 , vol. 51, # 1 p. 56 - 62 Title/Abstract Full Text View citing articles Show Details
A
B
C
D
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Synthesize Find similar
Synthesize Find similar
Synthesize Find similar
92
Synthesize Find similar Rx-ID: 29951090 Find similar reactions
Synthesize Find similar
With Mg/Al-3.0 calcined hydrotalcite T=300°C;
Manivannan; Pandurangan
Kinetics and Catalysis, 2010 , vol. 51, # 1 p. 56 - 62 Title/Abstract Full Text View citing articles Show Details
A
B
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93
Synthesize Find similar
Synthesize Find similar
Rx-ID: 29951091 Find similar reactions
With Mg/Al-7.0 calcined hydrotalcite T=300°C;
Manivannan; Pandurangan
Kinetics and Catalysis, 2010 , vol. 51, # 1 p. 56 - 62 Title/Abstract Full Text View citing articles Show Details
With Mg/Al-10.0 calcined hydrotalcite T=300°C;
Manivannan; Pandurangan
Kinetics and Catalysis, 2010 , vol. 51, # 1 p. 56 - 62 Title/Abstract Full Text View citing articles Show Details
94
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Rx-ID: 6904555 Find similar reactions
Campbell,J.R. et al.
Australian Journal of Chemistry, 1971 , vol. 24, p. 1425 - 1436 Full Text View citing articles Show Details
Klamann,D.; Weyerstahl,P.
Chemische Berichte, 1964 , vol. 97, p. 2534 - 2538 Full Text View citing articles Show Details
Heck,R.F.
Journal of the American Chemical Society, 1971 , vol. 93, p. 6896 - 6901 Full Text View citing articles Show Details
Vedejs,E. et al.
Journal of the American Chemical Society, 1979 , vol. 101, p. 249 - 251 Full Text View citing articles Show Details
Traynelis,V.J. et al.
Journal of Organic Chemistry, 1962 , vol. 27, p. 2377 - 2383 Full Text View citing articles Show Details
Traynelis,V.J. et al.
Journal of Organic Chemistry, 1964 , vol. 29, p. 123 - 129 Full Text View citing articles Show Details
Traynelis,V.J.; Ode,R.H.
Journal of Organic Chemistry, 1970 , vol. 35, # 7 p. 2207 - 2212 Full Text View citing articles Show Details
Tagaki,W. et al.
Tetrahedron Letters, 1974 , # 30 p. 2587 - 2590 Full Text View citing articles Show Details
Levina,R.Ya. et al.
J. Gen. Chem. USSR (Engl. Transl.), 1960 , vol. 30, p. 868 - 875,883 - 889 Full Text View citing articles Show Details
Ando,W.; Sekiguchi,A.
Journal of Organometallic Chemistry, 1977 , vol. 133, p. 219 - 230 Full Text View citing articles Show Details
Eberson; Persson
Journal of Medicinal and Pharmaceutical Chemistry, 1962 , vol. 5, p. 738,746 Full Text Show Details
Hutchins et al.
Journal of the Chemical Society [Section] D: Chemical Communications, 1971 , p. 1097 Full Text View citing articles Show Details
Boden
Synthesis, 1975 , p. 783 Full Text Show Details
Feinstein et al.
Journal of Organic Chemistry, 1970 , vol. 35, p. 303 Full Text View citing articles Show Details
Schlosser; Christmann
Angewandte Chemie, 1964 , vol. 76, p. 683 Full Text Show Details
Schlosser et al.
Chemische Berichte, 1970 , vol. 103, p. 2814,2815, 2819 Full Text Show Details
Heitz; Michels
Justus Liebigs Annalen der Chemie, 1973 , p. 227 Full Text Show Details
Babajan et al.
Zhurnal Organicheskoi Khimii, 1966 , vol. 2, p. 1974,1939 Full Text Show Details
Bayer A.-G.
Patent: NL6504228 , 1964 ; Chem.Abstr., 1966 , vol. 64, # 17477c Full Text Show Details
Seghers; Shechter
Tetrahedron Letters, 1976 , p. 1943,1944, 1945 Full Text View citing articles Show Details
Kolonko; Shapiro
Journal of Organic Chemistry, 1978 , vol. 43, p. 1404,1407 Full Text Show Details
Mori et al.
Bulletin of the Chemical Society of Japan, 1973 , vol. 46, p. 1505,1507 Full Text Show Details
Wayaku et al.
Bulletin of the Chemical Society of Japan, 1975 , vol. 48, p. 1957 Full Text Show Details
Mukaiyama et al.
Chemistry Letters, 1972 , p. 287,289 Full Text Show Details
Yoneda et al.
Kogyo Kagaku Zasshi, 1970 , vol. 73, p. 2185,2186,2187 Chem.Abstr., 1971 , vol. 74, # 87078 Full Text Show Details
Chochua et al.
Zhurnal Organicheskoi Khimii, 1971 , vol. 7, p. 2024,2104 Full Text Show Details
Ellingsen; Undheim
Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1979 , vol. 33, p. 528 Full Text Show Details
Levitin et al.
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1973 , vol. 22, p. 1156 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1973 , vol. 22, p. 1188 Full Text View citing articles Show Details
Fujisawa et al.
Chemistry Letters, 1974 , p. 883,884 Full Text Show Details
Dellacoletta; Shechter
Tetrahedron Letters, 1979 , p. 4817,4818,4820 Full Text View citing articles Show Details
Zembayashi et al.
Tetrahedron Letters, 1975 , p. 1719,1720 Full Text Show Details
Bumgardner, Jwerks
Chemical Communications (London), 1968 , p. 431 Full Text Show Details
Corey; Kwiatkowski
Journal of the American Chemical Society, 1966 , vol. 88, p. 5652 Full Text View citing articles Show Details
Sayles; Kharasch
Journal of Organic Chemistry, 1961 , vol. 26, p. 4210,4212 Full Text Show Details
Corey; Durst
Journal of the American Chemical Society, 1966 , vol. 88, p. 5656 Full Text View citing articles Show Details
Bohlmann et al.
Chemische Berichte, 1976 , vol. 109, p. 1586 Full Text Show Details
Schuikin et al.
Neftekhimiya, 1966 , vol. 6, p. 199,200 Chem.Abstr., 1966 , vol. 65, # 3772 Full Text Show Details
Love; Mc Quillin
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1973 , p. 2509,2511 Full Text Show Details
Wood et al.
Journal of the American Chemical Society, 1978 , vol. 100, p. 3855,3859 Full Text Show Details
Badger et al.
Australian Journal of Chemistry, 1967 , vol. 20, p. 1439,1445 Full Text Show Details
Pudowik; Konowalowa
Doklady Chemistry, 1963 , vol. 149, p. 335 Doklady Akademii Nauk SSSR, 1963 , vol. 149, p. 1091 Full Text Show Details
Traynelis; Hergenrother
Journal of the American Chemical Society, 1964 , vol. 86, p. 298 Full Text View citing articles Show Details
Watanabe et al.
Israel Journal of Chemistry, 1967 , vol. 5, p. 237,238 Full Text Show Details
Maerkl; Merz
Synthesis, 1973 , p. 295,296 Full Text Show Details
Yoshida et al.
Tetrahedron, 1971 , vol. 27, p. 5343,5349,5350 Full Text View citing articles Show Details
Akhrem et al.
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1972 , vol. 21, p. 2078 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1972 , vol. 21, p. 2130 Full Text View citing articles Show Details
Muir; Ritchie
Journal of the Chemical Society, 1963 , p. 2692,2695,2696 Full Text Show Details
Evans et al.
Journal of Organometallic Chemistry, 1974 , vol. 67, p. 295,306,312 Full Text View citing articles Show Details
BASF
Patent: DE1279678 , 1966 ; Chem.Abstr., 1969 , vol. 70, # 37429t Full Text Show Details
96 %Chromat.
Gifu University; Riken; Hamamatsu Photonics K.K.
Patent: EP2070897 A1, 2009 ; Location in patent: Page/Page column 10 ;
Title/Abstract Full Text Show Details
A
B
C
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95
Synthesize Find similar Rx-ID: 28388152 Find similar reactions
A: 15% B: 30% C: 55%
With niobium pentachloride; zinc in tetrahydrofuran; benzene
T=23°C; 3 h; Inert atmosphere;
Oh, Kyungsoo; Knabe, William Eric
Tetrahedron, 2009 , vol. 65, # 15 p. 2966 - 2974 Title/Abstract Full Text View citing articles Show Details
A
B
C
96
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Rx-ID: 28841995 Find similar reactions
C: 21.3 %Chromat.
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With C24H25Cl3N3Pd; lithium bromide in tetrahydrofuran; 10,11-dihydro-5-[3-(methylamino)propyl]-5H-dibenz(b,f)azepin
T=20°C; Negishi coupling reaction; 2 h; Inert atmosphere;
Chass, Gregory A.; O'Brien, Christopher J.; Hadei, Niloufar; Kantchev, Eric Assen B.; Mu, Wei-Hua; Fang, De-Cai; Hopkinson, Alan C.; Csizmadia, Imre G.; Organ, Michael G.
Chemistry - A European Journal, 2009 , vol. 15, # 17 p. 4281 - 4288 Title/Abstract Full Text View citing articles Show Details
A
B
C
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97
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Rx-ID: 28876081 Find similar reactions
B: 81% C: 10%
With water
T=20°C;
Kleiner, Christian M.; Horst, Luise; Wuertele, Christian; Wende, Raffael; Schreiner, Peter R.
Organic and Biomolecular Chemistry, 2009 , vol. 7, # 7 p. 1397 - 1403 Title/Abstract Full Text View citing articles Show Details
A
B
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98
Synthesize Find similar Rx-ID: 28924191 Find similar reactions
With [Ru(tricyclohexylphosphine)Cl2(CHC6H4O(i-Pr))] in chloroform
T=100°C;
Lozano Vila, Ana M.; Monsaert, Stijn; Drozdzak, Renata; Wolowiec, Stanislaw; Verpoort, Francis
Advanced Synthesis and Catalysis, 2009 , vol. 351, # 16 p. 2689 - 2701 Title/Abstract Full Text View citing articles Show Details
A
B
C
D
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99
Synthesize Find similar Rx-ID: 28924192 Find similar reactions
With [Ru(tricyclohexylphosphine)Cl2(CHC6H4O(i-Pr))] in chloroform
T=80°C;
Lozano Vila, Ana M.; Monsaert, Stijn; Drozdzak, Renata; Wolowiec, Stanislaw; Verpoort, Francis
Advanced Synthesis and Catalysis, 2009 , vol. 351, # 16 p. 2689 - 2701 Title/Abstract Full Text View citing articles Show Details