2-Hydroxy-1-phenylpropan-1-one (2-Hydroxypropiophenone)

Page 1

Reaxys

PubChem

eMolecules

Reactions (75)

Yield

Substances (2)

Citations (93)

Conditions

References

1

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Rx-ID: 3399333 Find similar reactions

87%

With dimethyl sulfoxide; 2-bromo-1-phenyl-1-propanone

T=60°C; 24 h; TemperatureReagent/catalyst;

Liang, Yu-Feng; Wu, Kai; Song, Song; Li, Xinyao; Huang, Xiaoqiang; Jiao, Ning

Organic Letters, 2015 , vol. 17, # 4 p. 876 - 879 Title/Abstract Full Text View citing articles Show Details

70%

With tert.-butylhydroperoxide; iodine in decane; dimethyl sulfoxide

T=80°C; 8 h; Reagent/catalystSolvent;

Siddaraju, Yogesh; Prabhu, Kandikere Ramaiah

Organic and Biomolecular Chemistry, 2015 , vol. 13, # 24 p. 6749 - 6753 Title/Abstract Full Text View citing articles Show Details

63%

With sodium hydroxide; [bis(acetoxy)iodo]benzene in methanol

T=0°C; 4 h; Irradiation;

Uchiyama, Masanobu; Furumoto, Shozo; Saito, Mariko; Kondo, Yoshinori; Sakamoto, Takao

Journal of the American Chemical Society, 1997 , vol. 119, # 47 p. 11425 - 11433 Title/Abstract Full Text View citing articles Show Details

60%

With (Z/E)-2-bromo-2-[4-oxothiazolidin-2-ylidene]-N-phenylacetamide; dimethyl sulfoxide

2 h; Reflux; Hide Experimental Procedure

Baranac-Stojanovic, Marija; Markovic, Rade; Stojanovic, Milovan

Tetrahedron, 2011 , vol. 67, # 41 p. 8000 - 8008 Title/Abstract Full Text View citing articles Show Details


4.2. General procedure for the oxidation

General procedure: A mixture of a substrate (0.6 mmol), vinyl bromide 2a (0.06 mmol) in DMSO (1.1 mL) was heated in an open flask (the temperature of an oil bath and the reaction time are specified in refPreviewPlaceHolderTable 2). After the completion of the reaction (checked by TLC), the reaction mixture was diluted with water (11 mL), saturated with NaCl and extracted with ethyl acetate (5.x.4 mL). Only in the case of the synthesis of arylglyoxals the organic layer was additionally washed with Na2CO3 (0.12 mmol in 2 mL of water), with saturated aq NaCl and dried with anhydrous Na2SO4. Column chromatography (eluent: gradient petrolether/ethyl acetate) of the extract gave the pure products. 58%

With Oxonereg;; iodobenzene; trifluoroacetic anhydride in water; acetonitrile

T=90°C; 15 h;

Chen, Chengqun; Feng, Xinghua; Zhang, Guozhen; Zhao, Qin; Huang, Guosheng

Synthesis, 2008 , # 20 p. 3205 - 3208 Title/Abstract Full Text View citing articles Show Details

57%

With sodium hydroxide; [bis(acetoxy)iodo]benzene in methanol

T=0 - 25°C; 4 h;

Chen, Xiangning; Hortelano, Edwin R.; Eliel, Ernest L.; Frye, Stephen V.

Journal of the American Chemical Society, 1992 , vol. 114, # 5 p. 1778 - 1784 Title/Abstract Full Text View citing articles Show Details

50%

With oxone; iodine in dimethyl sulfoxide

T=95°C; 5 h;

Xu, Wei; Kloeckner, Ulrich; Nachtsheim, Boris J.

Journal of Organic Chemistry, 2013 , vol. 78, # 12 p. 6065 - 6074 Title/Abstract Full Text View citing articles Show Details

43%

With [hydroxy(tosyloxy)iodo]benzene in water; dimethyl sulfoxide

T=20°C;

Xie, Yuan-Yuan; Chen, Zhen-Chu

Synthetic Communications, 2002 , vol. 32, # 12 p. 1875 - 1879 Title/Abstract Full Text View citing articles Show Details

36%

With trifluoroacetic acid; bis-[(trifluoroacetoxy)iodo]benzene in water; acetonitrile

3 h; Heating;

Moriarty; Berglund; Penmasta

Tetrahedron Letters, 1992 , vol. 33, # 41 p. 6065 - 6068 Title/Abstract Full Text View citing articles Show Details

22%

With sodium hydroxide; [bis(acetoxy)iodo]benzene in methanol

T=0°C; 4 h; ultrasonic irradiation;

Onishi, Yoshiyuki; Ito, Takeshi; Yasuda, Makoto; Baba, Akio

Tetrahedron, 2002 , vol. 58, # 41 p. 8227 - 8235 Title/Abstract Full Text View citing articles Show Details

11%

With iodine; dimethyl sulfoxide

T=80°C; 1 h;

Siddaraju, Yogesh; Prabhu, Kandikere Ramaiah

Organic Letters, 2016 , vol. 18, # 23 p. 6090 - 6093 Title/Abstract Full Text Show Details

With water; potassium hydride; 4-methylmorpholine N-oxide; osmium(VIII) oxide

1.) THF 2.) aq. acetone, -5 to 25 deg C, 9 h; Yield given. Multistep reaction;

McCormick, J. P.; Tomasik, Witold; Johnson, Mark W.

Tetrahedron Letters, 1981 , vol. 22, p. 607 - 610 Title/Abstract Full Text View citing articles Show Details

Yield given. Multistep reaction;

Adam, Waldemar; Mueller, Michael; Prechtl, Frank

Journal of Organic Chemistry, 1994 , vol. 59, # 9 p. 2358 - 2364 Title/Abstract Full Text View citing articles Show Details

With 4-nitro-benzenesulfonic acid; water; thallium(III) acetate; dimethyl sulfoxide

1.) MeCN, reflux, 2 h, 3.) 80 deg C, 1 h; Yield given. Multistep reaction;

Lee, Jong Chan; Park, Chunkyung; Choi, Youngsup

Synthetic Communications, 1997 , vol. 27, # 23 p. 4079 - 4084 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: acetonitrile / Heating 2: 82 percent / DMSO; H2O / acetonitrile / 20 °C View Scheme

Huang; Hou; Wang; Chen

Organic Preparations and Procedures International, 2006 , vol. 38, # 5 p. 473 - 476 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 3 steps 1.1: LDA / tetrahydrofuran / 1 h / -78 °C 1.2: 91 percent / tetrahydrofuran / -78 - 20 °C 2.1: 88 percent / m-chloroperbenzoic acid / CH2Cl2 / -20 °C 3.1: 78 percent / trifluoroacetic acid / diethyl ether; H2O / 5 °C View Scheme

Koprowski, Marek; Luczak, Jerzy; Krawczyk, Ewa

Tetrahedron, 2006 , vol. 62, # 52 p. 12363 - 12374 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1.1: Tl(OAc)3; trifluoromethanesulfonic acid / 0.33 h / 60 °C 1.2: 96 percent / H2O / 0.17 h

Lee; Jin; Choi

Chemical Communications, 2001 , # 11 p. 956 - 957 Title/Abstract Full Text View citing articles Show Details


2.1: aq. LiOH / tetrahydrofuran / 0.03 h / 20 °C View Scheme

115 mg

Multi-step reaction with 2 steps 1.1: Tl(OAc)3; trifluoromethanesulfonic acid / 0.33 h / 60 °C 1.2: 97 percent / H2O / 0.17 h 2.1: aq. LiOH / tetrahydrofuran / 0.03 h / 20 °C View Scheme

Lee; Jin; Choi

Chemical Communications, 2001 , # 11 p. 956 - 957 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: 78 percent / Et3N / dimethylformamide / 48 h / Heating 2: 83 percent / monoperoxyphthalic acid magnesium salt hexahydrate (MMPP*6H2O), n-Bu4NCl / CHCl3; H2O / 13 h View Scheme

Chen, Xiangning; Hortelano, Edwin R.; Eliel, Ernest L.; Frye, Stephen V.

Journal of the American Chemical Society, 1992 , vol. 114, # 5 p. 1778 - 1784 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - 0 °C 2: oxygen / toluene; water / 15 h / 60 °C / 760.05 Torr View Scheme

Miyamura, Hiroyuki; Yasukawa, Tomohiro; Kobayashi, Shu

Tetrahedron, 2014 , vol. 70, # 36 p. 6039 - 6049 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - 0 °C 2: oxygen / toluene; water / 16 h / 100 °C / 760.05 Torr View Scheme

Miyamura, Hiroyuki; Yasukawa, Tomohiro; Kobayashi, Shu

Tetrahedron, 2014 , vol. 70, # 36 p. 6039 - 6049 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 3 steps 1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - 0 °C 2: oxygen / toluene / 15 h / 80 °C / 760.05 Torr 3: 2,2'-azobis(isobutyronitrile) / toluene; water / 13 h / 80 °C View Scheme

Miyamura, Hiroyuki; Yasukawa, Tomohiro; Kobayashi, Shu

Tetrahedron, 2014 , vol. 70, # 36 p. 6039 - 6049 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 3 steps 1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - 0 °C 2: oxygen / toluene; water / 15 h / 60 °C / 760.05 Torr 3: 2,2'-azobis(isobutyronitrile) / toluene; water / 13 h / 80 °C View Scheme

Miyamura, Hiroyuki; Yasukawa, Tomohiro; Kobayashi, Shu

Tetrahedron, 2014 , vol. 70, # 36 p. 6039 - 6049 Title/Abstract Full Text View citing articles Show Details

With iodine; N,N-dimethyl-formamide; copper(II) oxide

T=100°C; 24 h; Inert atmosphere;

Liu, Weibing; Chen, Cui; Zhou, Peng

Journal of Organic Chemistry, 2017 , vol. 82, # 4 p. 2219 - 2222 Title/Abstract Full Text Show Details

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2

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A: 70% B: 77%

With dimethyl sulfoxide

T=60°C; 24 h;

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Liang, Yu-Feng; Wu, Kai; Song, Song; Li, Xinyao; Huang, Xiaoqiang; Jiao, Ning

Organic Letters, 2015 , vol. 17, # 4 p. 876 - 879 Title/Abstract Full Text View citing articles Show Details


3

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85%

4

Rx-ID: 40211686 Find similar reactions

With tert -butyl hydrogen peroxide; Rh2(Msip)4; sodium hydrogencarbonate in dichloromethane; water

T=40°C; 24 h; Sealed tube; chemoselective reaction;

Wusiman, Abudureheman; Lu, Chong-Dao

Applied Organometallic Chemistry, 2015 , vol. 29, # 4 p. 254 - 258 Title/Abstract Full Text View citing articles Show Details

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5

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Rx-ID: 1817083 Find similar reactions

With (+)-(2S,8aS)-(camphorylsulfonyl)oxaziridine; methyllithium

1.) HMPA, THF, 0 deg C, 1h; 2.) -78 deg C; Multistep reaction;

Davis, Franklin A.; Sheppard, Aurelia C.; Lal, G. Sankar

Tetrahedron Letters, 1989 , vol. 30, # 7 p. 779 - 782 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: oxygen / toluene / 15 h / 80 °C / 760.05 Torr 2: 2,2'-azobis(isobutyronitrile) / toluene; water / 13 h / 80 °C View Scheme

Miyamura, Hiroyuki; Yasukawa, Tomohiro; Kobayashi, Shu

Tetrahedron, 2014 , vol. 70, # 36 p. 6039 - 6049 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: oxygen / toluene; water / 15 h / 60 °C / 760.05 Torr 2: 2,2'-azobis(isobutyronitrile) / toluene; water / 13 h / 80 °C View Scheme

Miyamura, Hiroyuki; Yasukawa, Tomohiro; Kobayashi, Shu

Tetrahedron, 2014 , vol. 70, # 36 p. 6039 - 6049 Title/Abstract Full Text View citing articles Show Details

A

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Synthesize Find similar Rx-ID: 37511051


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6

With methyl boronic acid; potassium carbonate; dibromoisocyanuric acid in water

T=20°C; 5 h; DarknessElectrochemical reactionGreen chemistry; Reagent/catalyst;

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14 %Chromat.

7

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Rx-ID: 39684604 Find similar reactions

With 2,2'-azobis(isobutyronitrile) in water; toluene

T=80°C; 13 h;

Miyamura, Hiroyuki; Yasukawa, Tomohiro; Kobayashi, Shu

Tetrahedron, 2014 , vol. 70, # 36 p. 6039 - 6049 Title/Abstract Full Text View citing articles Show Details

A

B

C

D

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Synthesize Find similar Rx-ID: 39684611 Find similar reactions

A: 11 %Chromat. B: 7 %Chromat. C: 26 %Chromat. D: 15 %Chromat.

With oxygen in water; toluene

T=60°C; P=760.051 Torr; 15 h; TimeSolvent;

Miyamura, Hiroyuki; Yasukawa, Tomohiro; Kobayashi, Shu

Tetrahedron, 2014 , vol. 70, # 36 p. 6039 - 6049 Title/Abstract Full Text View citing articles Show Details

A

8

William, Julius M.; Kuriyama, Masami; Onomura, Osamu

Advanced Synthesis and Catalysis, 2014 , vol. 356, # 5 p. 934 - 940 Title/Abstract Full Text View citing articles Show Details

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B

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Find similar Rx-ID: 39684615 Find similar reactions

A: 16 %Chromat. B: 30 %Chromat. C: 16 %Chromat.

9

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With oxygen in water; toluene

T=100°C; P=760.051 Torr; 16 h; TimeTemperatureSolvent;

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Miyamura, Hiroyuki; Yasukawa, Tomohiro; Kobayashi, Shu

Tetrahedron, 2014 , vol. 70, # 36 p. 6039 - 6049 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 36088464 Find similar reactions

Multi-step reaction with 2 steps 1.1: isopropylamine; n-butyllithium / tetrahydrofuran / 0.25 h / -78 °C / |Inert atmosphere 1.2: 3 h / -78 - 20 °C / |Inert atmosphere 2.1: triethylamine tris(hydrogen fluoride) / diethyl ether / 2 h / 20 °C / |Inert atmosphere View Scheme

Perez-Sanchez, Maria; Mueller, Christoph R.; DominguezdeMaria, Pablo

ChemCatChem, 2013 , vol. 5, # 8 p. 2512 - 2516 Title/Abstract Full Text View citing articles Show Details

10

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Rx-ID: 36088470 Find similar reactions

With triethylamine tris(hydrogen fluoride) in diethyl ether

T=20°C; 2 h; Inert atmosphere;

Perez-Sanchez, Maria; Mueller, Christoph R.; DominguezdeMaria, Pablo

ChemCatChem, 2013 , vol. 5, # 8 p. 2512 - 2516 Title/Abstract Full Text View citing articles Show Details

11

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Rx-ID: 667349


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93%

With sodium formate in methanol

12 h; RefluxInert atmosphere;

Kang, Soyeong; Han, Juae; Lee, Eun Sil; Choi, Eun Bok; Lee, Hyeon-Kyu

Organic Letters, 2010 , vol. 12, # 18 p. 4184 - 4187 Title/Abstract Full Text View citing articles Show Details

82%

With sodium hydride in methanol

T=25°C; 0.25 h;

Duh, Tsai-Hui; Wang, Yi-Fong; Wu, Ming-Jung

Journal of the Chinese Chemical Society (Taipei, Taiwan), 1995 , vol. 42, # 3 p. 579 - 584 Title/Abstract Full Text Show Details

63%

With methanol; sodium formate

8 h; Heating / reflux; Hide Experimental Procedure

Takeda Pharmaceutical Company Limited

Patent: EP1698624 A1, 2006 ; Location in patent: Page/Page column 38 ; Title/Abstract Full Text Show Details

19:Reference Example 19

Reference Example 19 2-hydroxy-1-phenylpropan-1-one To a solution of 2-bromo-1-phenylpropan-1-one (6.0 g, 28.2 mmol) in methanol (50 mL) was added sodium formate (7.66 g, 113 mmol) and the mixture was heated under reflux for 8 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with water and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=4:1) to give the title compound (2.66 g, yield 63percent) as a colorless oil. 1H NMR (CDCl ) δ7.96-7.92(m, 2H), 7. 66-7. 60 (m, 1H), 7.54-7.49(m, 2H), 5.21-5.12(m, 1H), 3.78(d, 1H, J=6.2Hz), 1.45(d, 3H, J=7.0Hz). 3 Hide Details

12

With methanol; potassium formate

durch Eingiessen in Wasser;

v. Auwers; Ludewig; Mueller

Justus Liebigs Annalen der Chemie, 1936 , vol. 526, p. 143,170 Full Text Show Details

With hydrogenchloride; sodium methylate

1.) MeOH, 0 deg C, 2 h, 2.) MeOH, 0 deg C, 45 min.; Yield given. Multistep reaction;

Gala; Puar; Das; Kugelman; DiBenedetto

Journal of Pharmaceutical Sciences, 1992 , vol. 81, # 12 p. 1199 - 1203 Title/Abstract Full Text View citing articles Show Details

30 % Chromat.

With triethylamine; potassium iodide in acetone

T=20°C; 12 h; Irradiation;

Horiuchi, C. Akira; Takeda, Akinori; Chai, Wen; Ohwada, Kishoh; Ji, Shun-Jun; Takahashi, T. Tomoyoshi

Tetrahedron Letters, 2003 , vol. 44, # 52 p. 9307 - 9311 Title/Abstract Full Text View citing articles Show Details

30 % Chromat.

With air; triethylamine; potassium iodide in acetone

12 h; Irradiation;

Chai, Wen; Takeda, Akihiro; Hara, Makoto; Ji, Shun-Jun; Horiuchi, C. Akira

Tetrahedron, 2005 , vol. 61, # 9 p. 2453 - 2463 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: 98 percent / Et3N / acetonitrile / 2 h / Ambient temperature 2: conc. HCl / methanol / 2 h / Ambient temperature View Scheme

Alexander; Renyer; Veerapanane

Synthetic Communications, 1995 , vol. 25, # 23 p. 3875 - 3881 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: triethylamine / acetonitrile / 5 h / 20 °C / Cooling with ice 2: hydrogenchloride / water; methanol / 4 h / 20 - 50 °C View Scheme

Dainippon Sumitomo Pharma Co., Ltd.

Patent: EP2447264 A1, 2012 ; Title/Abstract Full Text Show Details


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Rx-ID: 4426831 Find similar reactions

With hydrogenchloride in methanol

2 h; Ambient temperature;

Alexander; Renyer; Veerapanane

Synthetic Communications, 1995 , vol. 25, # 23 p. 3875 - 3881 Title/Abstract Full Text View citing articles Show Details

With lithium hydroxide in tetrahydrofuran

T=20°C; 0.0333333 h;

Lee; Jin; Choi

Chemical Communications, 2001 , # 11 p. 956 - 957 Title/Abstract Full Text View citing articles Show Details

With hydrogenchloride in methanol; water

T=20 - 50°C; 4 h; Hide Experimental Procedure

Dainippon Sumitomo Pharma Co., Ltd.

Patent: EP2447264 A1, 2012 ; Location in patent: Page/Page column 156 ; Title/Abstract Full Text Show Details

2:

To the compound of Reference Example 1 (19 g) were added methanol (200 ml), water (60 ml) and conc. hydrochloric acid (2.3 ml), and the mixture was stirred at room temperature for 2 hours, then the mixture was warmed to 50°C, and further stirred for 2 hours. After the reaction was completed, water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate solution was washed with water and aqueous sodium chloride solution, dried over magnesium sulfate, filtered and concentrated to give the title compound (17 g). The obtained crude product was used without further purifiication in the next reaction. MS (ESI+) 151 (M+1, 9percent)

13

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85%

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Rx-ID: 33122055 Find similar reactions

Stage #1: With 3H-2,1-benzoxaselenole Se-oxide; calcium sulfate; dihydrogen peroxide; potassium carbonate in methanol; dichloromethane

T=20°C; Stage #2: With hydrogenchloride in water

T=20°C;

Mercier, Eric A.; Smith, Chris D.; Parvez, Masood; Back, Thomas G.

Journal of Organic Chemistry, 2012 , vol. 77, # 7 p. 3508 - 3517 Title/Abstract Full Text View citing articles Show Details

A

B

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14

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Rx-ID: 30558608 Find similar reactions

A: 93 %Spectr. B: 7 %Spectr.

With 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; caesium carbonate in tetrahydrofuran

T=20°C; acyloin condensation; 15 h; Inert atmosphere; regioselective reaction;

Jin, Ming Yu; Kim, Sun Min; Han, Hogyu; Ryu, Do Hyun; Yang, Jung Woon

Organic Letters, 2011 , vol. 13, # 5 p. 880 - 883 Title/Abstract Full Text View citing articles Show Details


A: 13 %Spectr. B: 87 %Spectr.

With 2-pentafluorophenyl-6,17dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; caesium carbonate in m-xylene

T=20°C; acyloin condensation; 15 h; Inert atmosphere; regioselective reaction;

Jin, Ming Yu; Kim, Sun Min; Han, Hogyu; Ryu, Do Hyun; Yang, Jung Woon

Organic Letters, 2011 , vol. 13, # 5 p. 880 - 883 Title/Abstract Full Text View citing articles Show Details

A

B

C

D

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15

Synthesize Find similar Rx-ID: 31817637 Find similar reactions

With hydrogen in cyclohexane

P=30003 Torr; Kinetics; Time; optical yield given as percent eeenantioselective reaction;

Campos, Cristian H.; Oportus, Marcelo; Torres, Cecilia; Urbina, Claudia; Fierro, Jose L.G.; Reyes, Patricio

Journal of Molecular Catalysis A: Chemical, 2011 , vol. 348, # 1-2 p. 30 - 41 Title/Abstract Full Text View citing articles Show Details

A

B

C

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16

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A: 12 %Spectr. B: 7 %Spectr. C: 65 %Spectr.

With pyridine-2-carboxylic acid; Mn(ClO4)2·6H2O; dihydrogen peroxide; sodium acetate; 1,2-dichloro-benzene in water; acetone

T=0 - 20°C;

A

17

Saisaha, Pattama; Pijper, Dirk; Van Summeren, Ruben P.; Hoen, Rob; Smit, Christian; De Boer, Johannes W.; Hage, Ronald; Alsters, Paul L.; Feringa, Ben L.; Browne, Wesley R.

Organic and Biomolecular Chemistry, 2010 , vol. 8, # 19 p. 4444 - 4450 Title/Abstract Full Text View citing articles Show Details

B


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Rx-ID: 30182713 Find similar reactions

A: 9% B: 68%

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With tert.-butylhydroperoxide; tetrabutylammomium bromide

T=110°C; 16 h; Inert atmosphere;

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Nagano, Takashi; Jia, Zhenhua; Li, Xingshu; Yan, Ming; Lu, Gui; Chan, Albert S. C.; Hayashi, Tamio

Chemistry Letters, 2010 , vol. 39, # 9 p. 929 - 931 Title/Abstract Full Text View citing articles Show Details

A

B

C

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18

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Rx-ID: 30182714 Find similar reactions

A: 5% B: 48% C: 19%

With tert.-butylhydroperoxide; sodium bromide

T=110°C; 16 h; Inert atmosphere;

Nagano, Takashi; Jia, Zhenhua; Li, Xingshu; Yan, Ming; Lu, Gui; Chan, Albert S. C.; Hayashi, Tamio

Chemistry Letters, 2010 , vol. 39, # 9 p. 929 - 931 Title/Abstract Full Text View citing articles Show Details

A

B

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19

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Rx-ID: 11137092 Find similar reactions

Stage #1: With triethylamine in ethanol

T=20°C; 96 h; Stage #2: With potassium carbonate in ethanol

T=20°C; 192 h; Further stages.;

Mohanazadeh, Farajollah; Aghvami, Majid

Phosphorus, Sulfur and Silicon and the Related Elements, 2007 , vol. 182, # 10 p. 2467 - 2475 Title/Abstract Full Text View citing articles Show Details

A

20

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A: 17% B: 68%

With sodium chloride; zinc in methanol; water

HeatingZn, ZnCl2, EtOH;

Toda, Fumio; Tanaka, Koichi; Tange, Hiroshi

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1989 , p. 1555 - 1556 Title/Abstract Full Text View citing articles Show Details

A: 17% B: 68%

With sodium chloride; zinc in methanol; water

HeatingZn, ZnCl2, EtOH;

Toda, Fumio; Tanaka, Koichi; Tange, Hiroshi

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1989 , p. 1555 - 1556 Title/Abstract Full Text View citing articles Show Details

A: 30 % Spectr. B: 63 % Spectr.

With titanium(III) chloride in acetone

T=0°C; 1 h;

Clerici, Angelo; Porta, Ombretta

Journal of Organic Chemistry, 1989 , vol. 54, # 16 p. 3872 - 3878 Title/Abstract Full Text View citing articles Show Details

Hide Details

A: 30 % Spectr. B: 63 % Spectr.

With titanium(III) chloride in acetone

T=0°C; 1 h;

Clerici, Angelo; Porta, Ombretta

Journal of Organic Chemistry, 1989 , vol. 54, # 16 p. 3872 - 3878 Title/Abstract Full Text View citing articles Show Details

A: 54 % Spectr. B: 13 % Spectr.

With TiI4 in acetonitrile

T=0 - 20°C; Reduction; 5.3 h;

Hayakawa; Sahara; Shimizu

Tetrahedron Letters, 2000 , vol. 41, # 41 p. 7939 - 7942 Title/Abstract Full Text View citing articles Show Details

A: 55 % Spectr. B: 11 % Spectr.

With aluminum tri-bromide; water; triphenylphosphine in acetonitrile

T=20°C; 24 h; Title compound not separated from byproducts;

Kikuchi, Satoshi; Hashimoto, Yukihiko

Synlett, 2004 , # 7 p. 1267 - 1269 Title/Abstract Full Text View citing articles Show Details

A: 15 % Spectr. B: 85 % Spectr.

With hydrogen; palladium in methanol

T=20°C; P=7600 Torr; 43 h;

Ikawa, Takashi; Sajiki, Hironao; Hirota, Kosaku

Tetrahedron, 2005 , vol. 61, # 8 p. 2217 - 2231 Title/Abstract Full Text View citing articles Show Details

With trimethylphosphane in tetrahydrofuran

T=20°C; 2 h;

Zhang, Wen; Shi, Min

Chemical Communications, 2006 , # 11 p. 1218 - 1220 Title/Abstract Full Text View citing articles Show Details


21

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78%

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Rx-ID: 10346952 Find similar reactions

Koprowski, Marek; Luczak, Jerzy; Krawczyk, Ewa

Tetrahedron, 2006 , vol. 62, # 52 p. 12363 - 12374 Title/Abstract Full Text View citing articles Show Details

With trifluoroacetic acid in diethyl ether; water

T=5°C;

22

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82%

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Rx-ID: 10549859 Find similar reactions

With water; dimethyl sulfoxide in acetonitrile

T=20°C;

Huang; Hou; Wang; Chen

Organic Preparations and Procedures International, 2006 , vol. 38, # 5 p. 473 - 476 Title/Abstract Full Text View citing articles Show Details

23

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Multi-step reaction with 2 steps 1: 88 percent / m-chloroperbenzoic acid / CH2Cl2 / -20 °C 2: 78 percent / trifluoroacetic acid / diethyl ether; H2O / 5 °C View Scheme

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Rx-ID: 12143833 Find similar reactions

Koprowski, Marek; Luczak, Jerzy; Krawczyk, Ewa

Tetrahedron, 2006 , vol. 62, # 52 p. 12363 - 12374 Title/Abstract Full Text View citing articles Show Details


24

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Rx-ID: 7247081 Find similar reactions

Hassner,A.; Reuss,R.H.

Journal of Organic Chemistry, 1974 , vol. 39, p. 553 - 560 Full Text View citing articles Show Details

Klemmensen et al.

Arkiv foer Kemi, 1967 , vol. 28, p. 405,411 Full Text Show Details

Ohgo et al.

Chemistry Letters, 1974 , p. 709,710 Full Text Show Details

Bowlus; Katzenellenbogen

Journal of Organic Chemistry, 1974 , vol. 39, p. 3309,3310,3313 Full Text View citing articles Show Details

Huenig; Wehner

Chemische Berichte, 1979 , vol. 112, p. 2062,2063, 2065 Full Text Show Details

Ohnishi; Kagami

Tetrahedron Letters, 1975 , p. 2437 Full Text View citing articles Show Details

Huenig; Wehner

Synthesis, 1975 , p. 391 Full Text Show Details

Temnikova; Dneprovskij

Zhurnal Organicheskoi Khimii, 1968 , vol. 4, p. 1923,1858 Full Text Show Details

XENTION DISCOVERY LIMITED

Patent: WO2005/121149 A1, 2005 ; Location in patent: Page/Page column 21 ;

Title/Abstract Full Text Show Details

25

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Synthesize Find similar

Rx-ID: 9456826 Find similar reactions

81 % Chromat.

With triethylamine in acetone

T=20°C; 10 h; Irradiation;

Horiuchi, C. Akira; Takeda, Akinori; Chai, Wen; Ohwada, Kishoh; Ji, Shun-Jun; Takahashi, T. Tomoyoshi

Tetrahedron Letters, 2003 , vol. 44, # 52 p. 9307 - 9311 Title/Abstract Full Text View citing articles Show Details

81 % Chromat.

With air; triethylamine in acetone

10 h; Irradiation;

Chai, Wen; Takeda, Akihiro; Hara, Makoto; Ji, Shun-Jun; Horiuchi, C. Akira

Tetrahedron, 2005 , vol. 61, # 9 p. 2453 - 2463 Title/Abstract Full Text View citing articles Show Details


26

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Synthesize Find similar

Rx-ID: 9951520 Find similar reactions

Stage #1: With 3-chloro-benzenecarboperoxoic acid

Krawczyk, Ewa; Koprowski, Marek; Skowronska, Aleksandra; Luczak, Jerzy

Tetrahedron Asymmetry, 2004 , vol. 15, # 17 p. 2599 - 2602 Title/Abstract Full Text View citing articles Show Details

Stage #2: With trifluoroacetic acid in diethyl ether

T=5 - 10°C; A

B

C

D

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Synthesize Find similar

Synthesize Find similar

Synthesize Find similar

27

Synthesize Find similar Rx-ID: 9213433 Find similar reactions

With hydrogen; Cinchonidin; Pt/Al2O3 in ethyl acetate

T=25°C; P=3750.3 Torr; 0.166667 h; Kinetics; Further Variations:Reagents;

Lindholm, Anna; Maeki-Arvela, Paeivi; Toukoniitty, Esa; Pakkanen, Tapani A.; Hirvi, Janne T.; Salmi, Tapio; Murzin, Dmitry Yu.; Sjoeholm, Rainer; Leino, Reko

Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 23 p. 2605 - 2612 Title/Abstract Full Text View citing articles Show Details

28

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Rx-ID: 698816 Find similar reactions

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57%

in diethyl ether

1.5 h; Heating;

Harada; Shiono

Bulletin of the Chemical Society of Japan, 1984 , vol. 57, # 4 p. 1040 - 1045 Title/Abstract Full Text View citing articles Show Details

49%

in diethyl ether

Guo, Zhiwei; Goswami, Animesh; Nanduri, Venkata B.; Patel, Ramesh N.


1 h; Heating;

Tetrahedron Asymmetry, 2001 , vol. 12, # 4 p. 571 - 577 Title/Abstract Full Text View citing articles Show Details

Temnikowa

Chem. Zentralbl., 1940 , vol. 111, # II p. 1861 Full Text Show Details

Hide Details

Elphimoff-Felkin,I.; Verrier,M.

Bulletin de la Societe Chimique de France, 1967 , p. 1047 - 1052 Full Text View citing articles Show Details

(i) 3,4-dihydro-2H-pyran, (ii) /BRN= 4720968/, (iii) aq. HCl; Multistep reaction;

29

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Synthesize Find similar

Rx-ID: 8813414 Find similar reactions

With sulfuric acid in methanol

T=20°C; 12 h;

Demir, Ayhan S.; Hamamci, Haluk; Sesenoglu, Ozge; Aydogan, Feray; Capanoglu, Doga; Neslihanoglu, Rahsan

Tetrahedron Asymmetry, 2001 , vol. 12, # 13 p. 1953 - 1956 Title/Abstract Full Text View citing articles Show Details

With lithium hydroxide in tetrahydrofuran

T=20°C; 0.0333333 h;

Lee; Jin; Choi

Chemical Communications, 2001 , # 11 p. 956 - 957 Title/Abstract Full Text View citing articles Show Details

A

B

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Synthesize Find similar

30

Synthesize Find similar Rx-ID: 8994719 Find similar reactions

Stage #1: in diethyl ether

6 h; Heating; Stage #2: With sulfuric acid in diethyl ether

Synthesize Find similar

Toukoniitty, Esa; Maeki-Arvela, Paeivi; Kuzma, Marek; Villela, Alexandre; Kalantar Neyestanaki, Ahmad; Salmi, Tapio; Sjoeholm, Rainer; Leino, Reko; Laine, Ensio; Murzin, Dmitry Yu.

Journal of Catalysis, 2001 , vol. 204, # 2 p. 281 - 291 Title/Abstract Full Text View citing articles Show Details


31

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Rx-ID: 8996639 Find similar reactions

Synthesize Find similar

Synthesize Find similar

Stage #1: 2-phenyl-1,3-dithiane With n-butyllithium

Toukoniitty, Esa; Maeki-Arvela, Paeivi; Kuzma, Marek; Villela, Alexandre; Kalantar Neyestanaki, Ahmad; Salmi, Tapio; Sjoeholm, Rainer; Leino, Reko; Laine, Ensio; Murzin, Dmitry Yu.

Journal of Catalysis, 2001 , vol. 204, # 2 p. 281 - 291 Title/Abstract Full Text View citing articles Show Details

Stage #2: acetaldehyde Stage #3: With water; calcium carbonate; mercury dichloride in methanol

32

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Synthesize Find similar

Rx-ID: 14878159 Find similar reactions

Multi-step reaction with 2 steps 1.1: imidazole / dimethylformamide / 1.45 h / 20 °C 2.1: diethyl ether / 6 h / Heating 2.2: aq. H2SO4 / diethyl ether View Scheme

Toukoniitty, Esa; Maeki-Arvela, Paeivi; Kuzma, Marek; Villela, Alexandre; Kalantar Neyestanaki, Ahmad; Salmi, Tapio; Sjoeholm, Rainer; Leino, Reko; Laine, Ensio; Murzin, Dmitry Yu.

Journal of Catalysis, 2001 , vol. 204, # 2 p. 281 - 291 Title/Abstract Full Text View citing articles Show Details

33

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Synthesize Find similar

Multi-step reaction with 2 steps 1: 1,8-diazabicyclo[5.4.0]undec-7-ene / hexane; tetrahydrofuran / 24 h / 35 °C 2: H2SO4 / methanol / 12 h / 20 °C View Scheme

Rx-ID: 15137259 Find similar reactions

Demir, Ayhan S.; Hamamci, Haluk; Sesenoglu, Ozge; Aydogan, Feray; Capanoglu, Doga; Neslihanoglu, Rahsan

Tetrahedron Asymmetry, 2001 , vol. 12, # 13 p. 1953 - 1956 Title/Abstract Full Text View citing articles Show Details


34

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Synthesize Find similar

Rx-ID: 2471903 Find similar reactions

83%

With tetrabutyl-ammonium chloride; magnesium monoperoxyphthalate hexahydrate in chloroform; water

13 h;

Chen, Xiangning; Hortelano, Edwin R.; Eliel, Ernest L.; Frye, Stephen V.

Journal of the American Chemical Society, 1992 , vol. 114, # 5 p. 1778 - 1784 Title/Abstract Full Text View citing articles Show Details

75%

With Oxonereg;; Cyclohexylidenepyrrolidinium tetrafluoroborate; sodium hydrogencarbonate in acetonitrile

T=25°C; Epoxidation; 16 h;

Minakata; Takemiya; Nakamura; Ryu; Komatsu

Synlett, 2000 , # 12 p. 1810 - 1812 Title/Abstract Full Text View citing articles Show Details

With potassium fluoride; oxygen; isobutyraldehyde; bis(3-methyl-2,4-pentanedionato)nickel(II)

1.) 1,2-dichloroethane, RT, 6 h, 2.) MeOH; Yield given. Multistep reaction;

Takai, Toshihiro; Yamada, Tohru; Rhode, Oliver; Mukaiyama, Teruaki

Chemistry Letters, 1991 , # 2 p. 281 - 284 Title/Abstract Full Text Show Details

Hide Details

Davis, Franklin A.; Sheppard, Aurelia C.

Journal of Organic Chemistry, 1987 , vol. 52, # 5 p. 954 - 955 Title/Abstract Full Text View citing articles Show Details

With hydrogenchloride; 3-(4-nitrophenyl)-2-(phenylsulfonyl)-1,2-oxaziridine

1.) CHCl3, 60 deg C, 1 h, 2.) THF; Yield given. Multistep reaction;

35

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Rx-ID: 8566489 Find similar reactions

Synthesize Find similar

With benzoyl formate decarboxylase; thiamine diphosphate in water

T=20°C; Condensation; pH=7.0; 20 h; Enzymatic reaction;

A

36

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Duennwald, Thomas; Demir, Ayhan S.; Siegert, Petra; Pohl, Martina; Mueller, Michael

European Journal of Organic Chemistry, 2000 , # 11 p. 2161 - 2170 Title/Abstract Full Text View citing articles Show Details

B

C


Synthesize Find similar Rx-ID: 4986221 Find similar reactions

Synthesize Find similar

Synthesize Find similar

With laccase from Trametes versicolor; oxygen; benzotriazol-1-ol in water

T=45°C; pH=4.5;

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Fritz-Langhals, Elke; Kunath, Brigitte

Tetrahedron Letters, 1998 , vol. 39, # 33 p. 5955 - 5956 Title/Abstract Full Text View citing articles Show Details

37

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Rx-ID: 4778342 Find similar reactions

Synthesize Find similar

Synthesize Find similar

With Dec3MnLi (prerefluxed for 4 h in THF)

1) THF, 2) THF, -20 deg C, 0.5 h; Yield given. Multistep reaction;

Hojo; Harada; Ito; Hosomi

Journal of the American Chemical Society, 1997 , vol. 119, # 23 p. 5459 - 5460 Title/Abstract Full Text View citing articles Show Details

A

B

Synthesize Find similar

Synthesize Find similar

38

Synthesize Find similar

Synthesize Find similar

Rx-ID: 4881899 Find similar reactions

With NiI2; hydrogenchloride; samarium diiodide; water

1.) THF, 0 deg C, 5 min; 2.) THF, 3 h; Yield given. Multistep reaction. Yields of byproduct given;

A

Machrouhi, Fouzia; Namy, Jean-Louis; Kagan, Henri B.

Tetrahedron Letters, 1997 , vol. 38, # 41 p. 7183 - 7186 Title/Abstract Full Text View citing articles Show Details

B

C

D

E


39

Synthesize Find similar Rx-ID: 4423737 Find similar reactions

A: 3% B: 3% D: 2%

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Synthesize Find similar

With (S)-2-[3]pyridyl-pyrrolidine-1-carboxylic acid amide; sodium phosphate buffer; α-D-glucose 6-phosphate; NADP; magnesium chloride in water

T=37°C; 1 h; biotransformation with phenobarbital-pretreated rat liver (S-9); ee measured; further substrate investigated; Product distribution;

Synthesize Find similar

Rx-ID: 4517751 Find similar reactions

A

B

C

Synthesize Find similar

Synthesize Find similar

Synthesize Find similar

A: 25 mg

With 3,3-dimethyldioxirane in acetone

Ambient temperature; Yield given. Title compound not separated from byproducts;

Bovicelli, Paolo; Sanetti, Anna; Lupattelli, Paolo

Tetrahedron, 1996 , vol. 52, # 33 p. 10969 - 10978 Title/Abstract Full Text View citing articles Show Details

A: 25 mg

With 3,3-dimethyldioxirane in acetone

Ambient temperature; Yields of byproduct given;

Bovicelli, Paolo; Sanetti, Anna; Lupattelli, Paolo

Tetrahedron, 1996 , vol. 52, # 33 p. 10969 - 10978 Title/Abstract Full Text View citing articles Show Details

A: 25 mg

With 3,3-dimethyldioxirane in dichloromethane

12 h; Ambient temperatureother sec,sec 1,2-diols; Product distribution;

Bovicelli, Paolo; Sanetti, Anna; Lupattelli, Paolo

Tetrahedron, 1996 , vol. 52, # 33 p. 10969 - 10978 Title/Abstract Full Text View citing articles Show Details

A

41

B

Synthesize Find similar

Takeshita, Mitsuhiro; Miura, Masatomo; Unuma, Yukiko; Iwai, Sakiko; Sato, Izumi; Hongo, Takahiko; Arai, Toshie; Kosaka, Kazuhiro

Heterocycles, 1996 , vol. 42, # 2 p. 831 - 836 Title/Abstract Full Text View citing articles Show Details

40

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Synthesize Find similar


Synthesize Find similar Rx-ID: 4529570 Find similar reactions

Synthesize Find similar

Synthesize Find similar

A: 76%

With 3,3-dimethyldioxirane in acetone

Ambient temperature; Yield given. Title compound not separated from byproducts;

Bovicelli, Paolo; Sanetti, Anna; Lupattelli, Paolo

Tetrahedron, 1996 , vol. 52, # 33 p. 10969 - 10978 Title/Abstract Full Text View citing articles Show Details

A: 76%

With 3,3-dimethyldioxirane in acetone

Ambient temperature; Yields of byproduct given;

Bovicelli, Paolo; Sanetti, Anna; Lupattelli, Paolo

Tetrahedron, 1996 , vol. 52, # 33 p. 10969 - 10978 Title/Abstract Full Text View citing articles Show Details

A

B

Synthesize Find similar

Synthesize Find similar

42

Synthesize Find similar Rx-ID: 4161068 Find similar reactions

A: 85%

With 3,3-dimethyldioxirane in acetone

Ambient temperature;

Bovicelli, Paolo

Tetrahedron Letters, 1995 , vol. 36, # 17 p. 3031 - 3034 Title/Abstract Full Text View citing articles Show Details

With 3,3-dimethyldioxirane in acetone

Ambient temperature;

Bovicelli, Paolo

Tetrahedron Letters, 1995 , vol. 36, # 17 p. 3031 - 3034 Title/Abstract Full Text View citing articles Show Details

43

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85%

With 3,3-dimethyldioxirane in acetone

Ambient temperature;

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Rx-ID: 4177355 Find similar reactions

Bovicelli, Paolo

Tetrahedron Letters, 1995 , vol. 36, # 17 p. 3031 - 3034 Title/Abstract Full Text View citing articles Show Details


44

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Rx-ID: 4179075 Find similar reactions

80%

Synthesize Find similar

Synthesize Find similar

Creary, Xavier; Wang, You-Xiong; Jiang, Ziqi

Journal of the American Chemical Society, 1995 , vol. 117, # 11 p. 3044 - 3053 Title/Abstract Full Text View citing articles Show Details

in diethyl ether

0.25 h; Heating;

45

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Synthesize Find similar

Rx-ID: 18023039 Find similar reactions

Multi-step reaction with 2 steps 1: 93 percent / CuBr2 / ethyl acetate; CHCl3 / 2 h / Heating 2: 82 percent / NaH / methanol / 0.25 h / 25 °C View Scheme

Duh, Tsai-Hui; Wang, Yi-Fong; Wu, Ming-Jung

Journal of the Chinese Chemical Society (Taipei, Taiwan), 1995 , vol. 42, # 3 p. 579 - 584 Title/Abstract Full Text Show Details

46

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Synthesize Find similar

Rx-ID: 2036497 Find similar reactions

With hydrogen cation

Duh, Tsai-Hui; Wang, Yi-Fong; Wu, Ming-Jung

Tetrahedron: Asymmetry, 1993 , vol. 4, # 8 p. 1793 - 1794 Title/Abstract Full Text View citing articles Show Details

A

B

C


47

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Synthesize Find similar

Synthesize Find similar

Rx-ID: 2867663 Find similar reactions

With titanium(III) chloride; potassium carbonate; acetic acid

1) water, 2 h, r.t., 2) t-BuOH, 35 deg C, 4 h; Yield given. Multistep reaction. Yields of byproduct given;

Synthesize Find similar

Clerici, Angelo; Porta, Ombretta

Journal of Organic Chemistry, 1993 , vol. 58, # 10 p. 2889 - 2893 Title/Abstract Full Text View citing articles Show Details

48

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Synthesize Find similar

Rx-ID: 18743858 Find similar reactions

Multi-step reaction with 2 steps 1: methanol 2: H+

View Scheme

Duh, Tsai-Hui; Wang, Yi-Fong; Wu, Ming-Jung

Tetrahedron: Asymmetry, 1993 , vol. 4, # 8 p. 1793 - 1794 Title/Abstract Full Text View citing articles Show Details

A

B

C

Synthesize Find similar

Synthesize Find similar

Synthesize Find similar

49

Synthesize Find similar Rx-ID: 3840940 Find similar reactions

With nicotinamide adenine dinucleotide; isopropyl alcohol in hexane; water

Ambient temperaturePED alcohol dehydrogenase, phosphate buffer pH 7.1; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

Bradshaw, Curt W.; Fu, Hong; Shen, Gwo-Jenn; Wong, Chi-Huey

Journal of Organic Chemistry, 1992 , vol. 57, # 5 p. 1526 - 1532 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar


50

Synthesize Find similar

Synthesize Find similar

Rx-ID: 19673027 Find similar reactions

Multi-step reaction with 2 steps 1: 100 percent / AlCl3 / CH2Cl2 / 2.5 h / 20 - 40 °C 2: 1.) NaOMe, 2.) 4 N aq. HCl / 1.) MeOH, 0 deg C, 2 h, 2.) MeOH, 0 deg C, 45 min. View Scheme

Gala; Puar; Das; Kugelman; DiBenedetto

Journal of Pharmaceutical Sciences, 1992 , vol. 81, # 12 p. 1199 - 1203 Title/Abstract Full Text View citing articles Show Details

A

B

Synthesize Find similar

Synthesize Find similar

51

Synthesize Find similar Rx-ID: 2690760 Find similar reactions

With thiamine pyrophosphate; sodium 2-oxopropanoate; 3-(trimethylsilyl)-1-propanesulfonic acid,sodium salt; magnesium sulfate

T=25°C; pyruvate decarboxylase, phosphate buffer, pH 5.9;

Crout, David H. G.; Dalton, Howard; Hutchinson, David W.; Miyagoshi, Masanori

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1991 , # 5 p. 1329 - 1334 Title/Abstract Full Text View citing articles Show Details

52

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Synthesize Find similar

Rx-ID: 1985351 Find similar reactions

59%

With sodium hydroxide in methanol

T=23°C; 0.166667 h;

Guthrie, J. Peter; Cossar, John

Canadian Journal of Chemistry, 1990 , vol. 68, # 11 p. 2060 - 2069 Title/Abstract Full Text Show Details

With hydroxide in methanol; water

T=25°C; Rate constant;

Guthrie, J. Peter; Cossar, John

Canadian Journal of Chemistry, 1990 , vol. 68, # 11 p. 2060 - 2069 Title/Abstract Full Text Show Details


A

B

Synthesize Find similar

Synthesize Find similar

53

Synthesize Find similar Rx-ID: 3399369 Find similar reactions

With sodium hypochlorite in water

T=25°C; Rate constantMechanism;

Guthrie, J. Peter; Cossar, John

Canadian Journal of Chemistry, 1990 , vol. 68, # 11 p. 2060 - 2069 Title/Abstract Full Text Show Details

A

B

Synthesize Find similar

Synthesize Find similar

54

Synthesize Find similar Rx-ID: 2317021 Find similar reactions

With lithium diisopropyl amide

T=-78 - 0°C; 0.25 h; variation of solvent; Product distribution;

Davis, Franklin A.; Sheppard, Aurelia C.; Lal, G. Sankar

Tetrahedron Letters, 1989 , vol. 30, # 7 p. 779 - 782 Title/Abstract Full Text View citing articles Show Details

55

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Synthesize Find similar

Rx-ID: 1420438 Find similar reactions

(i) (irradiation), iPrOH, (ii) (pyrolysis); Multistep reaction;

Kelder,J.; Cerfontain,H.

Tetrahedron Letters, 1972 , # 14 p. 1307 - 1310 Full Text View citing articles Show Details

With sodium tetrahydroborate; dipyridinium dichromate

Chenevert, Robert; Thiboutot, Sonia


Chemistry Letters, 1988 , p. 1191 - 1192 Title/Abstract Full Text Show Details

56

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74%

Synthesize Find similar

Rx-ID: 3116468 Find similar reactions

With iodosylbenzene; boron trifluoride diethyl etherate in water

0-5 deg C, 2 h then r.t., 2 h;

Moriarty, Robert M.; Duncan, Michael P.; Prakash, Om

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987 , p. 1781 - 1784 Title/Abstract Full Text View citing articles Show Details

57

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Rx-ID: 1698853 Find similar reactions

76%

Synthesize Find similar

Synthesize Find similar

With morpholine in tetrahydrofuran

3 h; Ambient temperature;

Ohta, Hiromichi; Ozaki, Kazuhiko; Konishi, Jin; Tsuchihashi, Gen-ichi

Agricultural and Biological Chemistry, 1986 , vol. 50, # 5 p. 1261 - 1266 Title/Abstract Full Text Show Details

58

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100%

With hydrogenchloride in dichloromethane

Synthesize Find similar

Rx-ID: 2126085 Find similar reactions

Hoffman, Robert V.; Jankowski, Bryan C.; Carr, C. Sean; Duesler, Eileen N.

Journal of Organic Chemistry, 1986 , vol. 51, # 2 p. 130 - 135 Title/Abstract Full Text View citing articles Show Details


59

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Synthesize Find similar

Rx-ID: 18510914 Find similar reactions

Multi-step reaction with 2 steps 1: tetrahydrofuran 2: 76 percent / morpholine / tetrahydrofuran / 3 h / Ambient temperature View Scheme

Ohta, Hiromichi; Ozaki, Kazuhiko; Konishi, Jin; Tsuchihashi, Gen-ichi

Agricultural and Biological Chemistry, 1986 , vol. 50, # 5 p. 1261 - 1266 Title/Abstract Full Text Show Details

60

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Synthesize Find similar

Rx-ID: 19866643 Find similar reactions

Multi-step reaction with 2 steps 1: 88 percent / K2CO3 / methanol / 0.25 h 2: 100 percent / 2.5 M aq. HCl / CH2Cl2

View Scheme

Hoffman, Robert V.; Jankowski, Bryan C.; Carr, C. Sean; Duesler, Eileen N.

Journal of Organic Chemistry, 1986 , vol. 51, # 2 p. 130 - 135 Title/Abstract Full Text View citing articles Show Details

61

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83%

With sulfuric acid in chloroform

With sulfuric acid

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Rx-ID: 461631 Find similar reactions

Moriarty, Robert M.; Hou, Kwang-Chung

Tetrahedron Letters, 1984 , vol. 25, # 7 p. 691 - 694 Title/Abstract Full Text View citing articles Show Details

Temnikowa; Kropatschewa

Zhurnal Obshchei Khimii, 1952 , vol. 22, p. 1150,1153; engl. Ausg. S. 1197, 1199 Full Text View citing articles Show Details


62

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Synthesize Find similar

Rx-ID: 2576519 Find similar reactions

With 3-chloro-benzenecarboperoxoic acid

McDougal, Patrick G.; Rico, Joseph G.

Tetrahedron Letters, 1984 , vol. 25, # 52 p. 5977 - 5980 Title/Abstract Full Text View citing articles Show Details

A

B

Synthesize Find similar

Synthesize Find similar

63

Synthesize Find similar

Synthesize Find similar

Rx-ID: 2870265 Find similar reactions

With lithium diisopropyl amide

1.) THF, -60 deg C, 5 min; 2.) THF, -100 -> 0 deg C; Yield given. Multistep reaction. Yields of byproduct given;

Creary, Xavier

Journal of the American Chemical Society, 1984 , vol. 106, # 19 p. 5568 - 5577 Title/Abstract Full Text View citing articles Show Details

64

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Rx-ID: 2870266 Find similar reactions

Yield given. Multistep reaction;

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Synthesize Find similar

Creary, Xavier

Journal of the American Chemical Society, 1984 , vol. 106, # 19 p. 5568 - 5577 Title/Abstract Full Text View citing articles Show Details


65

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Synthesize Find similar

Rx-ID: 21518318 Find similar reactions

Multi-step reaction with 3 steps 2: 1.) s-BuLi / 1.) -78 deg C, THF, 2.) 30 min, -78 deg C 3: mCPBA View Scheme

McDougal, Patrick G.; Rico, Joseph G.

Tetrahedron Letters, 1984 , vol. 25, # 52 p. 5977 - 5980 Title/Abstract Full Text View citing articles Show Details

66

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Synthesize Find similar

Rx-ID: 21526004 Find similar reactions

Multi-step reaction with 2 steps 1: 1.) s-BuLi / 1.) -78 deg C, THF, 2.) 30 min, -78 deg C 2: mCPBA View Scheme

McDougal, Patrick G.; Rico, Joseph G.

Tetrahedron Letters, 1984 , vol. 25, # 52 p. 5977 - 5980 Title/Abstract Full Text View citing articles Show Details

A

B

Synthesize Find similar

Synthesize Find similar

67

Synthesize Find similar Rx-ID: 2097720 Find similar reactions

With sodium hydroxide in ethanol

0.0833333 h; Ambient temperature; Yield given. Yields of byproduct given;

Sekine, Mitsuo; Nakajima, Masashi; Hata, Tsujiaki

Bulletin of the Chemical Society of Japan, 1982 , vol. 55, # 1 p. 218 - 223 Title/Abstract Full Text Show Details

A

B


68

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Synthesize Find similar

Rx-ID: 2867664 Find similar reactions

Synthesize Find similar

Synthesize Find similar

A: 20% B: 53%

With titanium(III) chloride in acetic acid

4 h; Ambient temperature;

Clerici, Angelo; Porta, Ombretta

Journal of Organic Chemistry, 1982 , vol. 47, # 15 p. 2852 - 2856 Title/Abstract Full Text View citing articles Show Details

With titanium(III) chloride; silica gel

1.) AcOH, RT, 4 h; Yield given. Multistep reaction. Yields of byproduct given;

Clerici, Angelo; Porta, Ombretta

Journal of Organic Chemistry, 1982 , vol. 47, # 15 p. 2852 - 2856 Title/Abstract Full Text View citing articles Show Details

A

B

C

D

Synthesize Find similar

Synthesize Find similar

Synthesize Find similar

Synthesize Find similar

69

Synthesize Find similar Rx-ID: 3840939 Find similar reactions

With nicotinamide adenine dinucleotide; rat liver homogenate supernatant

T=37°C; other catalysts; Product distribution;

Prelusky; Coutts; Pasutto

Journal of Pharmaceutical Sciences, 1982 , vol. 71, # 12 p. 1390 - 1393 Title/Abstract Full Text View citing articles Show Details

70

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Multi-step reaction with 2 steps 1: 1.) LDA / 1.) THF, -78 deg C, 0.5 h, 2.) THF, 0.5 h 2: 1M NaOH / ethanol / 0.08 h / Ambient temperature

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Rx-ID: 19026245 Find similar reactions

Sekine, Mitsuo; Nakajima, Masashi; Hata, Tsujiaki

Bulletin of the Chemical Society of Japan, 1982 , vol. 55, # 1 p. 218 - 223 Title/Abstract Full Text Show Details


View Scheme

A

B

C

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Synthesize Find similar

Synthesize Find similar

71

Synthesize Find similar Rx-ID: 3821333 Find similar reactions

A: 60 % Spectr. B: 15 % Spectr. C: 13%

With bis-[(trifluoroacetoxy)iodo]benzene in dichloromethane

24 h; Ambient temperature; Title compound not separated from byproducts;

Spyroudis, S.; Varvoglis, A.

Journal of Organic Chemistry, 1981 , vol. 46, p. 5231 - 5233 Title/Abstract Full Text View citing articles Show Details

A: 60 % Spectr. B: 15 % Spectr. C: 13%

With bis-[(trifluoroacetoxy)iodo]benzene in dichloromethane

24 h; Ambient temperature; Title compound not separated from byproducts;

Spyroudis, S.; Varvoglis, A.

Journal of Organic Chemistry, 1981 , vol. 46, p. 5231 - 5233 Title/Abstract Full Text View citing articles Show Details

A: 60 % Spectr. B: 15 % Spectr. C: 13%

With bis-[(trifluoroacetoxy)iodo]benzene in dichloromethane

24 h; Ambient temperature; Title compound not separated from byproducts;

Spyroudis, S.; Varvoglis, A.

Journal of Organic Chemistry, 1981 , vol. 46, p. 5231 - 5233 Title/Abstract Full Text View citing articles Show Details

72

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(i) H2O, Et2O, (ii) Ac2O, (iii) aq. KOH, acetone; Multistep reaction;

Rx-ID: 1273929 Find similar reactions

Kirrmann,A.; Nouri-Bimorghi,R.

Bulletin de la Societe Chimique de France, 1968 , p. 3213 - 3220 Full Text View citing articles Show Details


73

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Rx-ID: 4117977 Find similar reactions

Elphimoff-Felkin,I.; Verrier,M.

Bulletin de la Societe Chimique de France, 1967 , p. 1052 - 1057 Full Text View citing articles Show Details

With Al tri-t-BuO- in toluene

T=80°C; Equilibrium constant;

74

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With oxalic acid

Temnikowa; Kropatschewa

Zhurnal Obshchei Khimii, 1952 , vol. 22, p. 1150,1153; engl. Ausg. S. 1197, 1199 Full Text View citing articles Show Details

With hydrogenchloride

Temnikowa; Kropatschewa

Zhurnal Obshchei Khimii, 1952 , vol. 22, p. 1150,1153; engl. Ausg. S. 1197, 1199 Full Text View citing articles Show Details

Rx-ID: 113580 Find similar reactions

Multi-step reaction with 2 steps 1: methanol 2: aqueous H2SO4

View Scheme

Temnikowa; Kropatschewa

Zhurnal Obshchei Khimii, 1952 , vol. 22, p. 1150,1153; engl. Ausg. S. 1197, 1199 Full Text View citing articles Show Details

75

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Rx-ID: 7247082 Find similar reactions

ueber 2-Acetoxy-1-phenyl-propanon-(1) hergestelltes Praeparat ist nicht einheitlich gewesen;

v. Auwers; Ludewig; Mueller


Justus Liebigs Annalen der Chemie, 1936 , vol. 526, p. 143,170 Full Text Show Details

Faworskii <Favorsky>; Temnikowa

Zhurnal Obshchei Khimii, 1934 , vol. 4, p. 745,753 Bulletin de la Societe Chimique de France, 1935 , vol. <5> 2, p. 253,262 Full Text Show Details


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