Reactions (3319)
Yield
Substances (4702)
Citations (815)
Conditions
References
199
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Rx-ID: 29691248
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90%
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With dipotassium peroxodisulfate; bis(benzonitrile)palladium(II) dichloride; silver(l) oxide in 1,4-dioxane; acetic acid; dimethyl sulfoxide
T=120°C; 12 h;
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Li, Mingzong; Ge, Haibo
Organic Letters, 2010 , vol. 12, # 15 p. 3464 - 3467 Title/Abstract Full Text View citing articles Show Details
200
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Rx-ID: 29691250
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95%
With dipotassium peroxodisulfate; bis(benzonitrile)palladium(II) dichloride; silver(l) oxide in 1,4-dioxane; acetic acid; dimethyl sulfoxide
T=120°C; 12 h;
Li, Mingzong; Ge, Haibo
Organic Letters, 2010 , vol. 12, # 15 p. 3464 - 3467 Title/Abstract Full Text View citing articles Show Details
201
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Rx-ID: 29691252
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85%
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With dipotassium peroxodisulfate; bis(benzonitrile)palladium(II) dichloride; silver(l) oxide in 1,4-dioxane; acetic acid; dimethyl sulfoxide
T=120°C; 12 h;
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Li, Mingzong; Ge, Haibo
Organic Letters, 2010 , vol. 12, # 15 p. 3464 - 3467 Title/Abstract Full Text View citing articles Show Details
202
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Rx-ID: 29691257
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93%
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With dipotassium peroxodisulfate; bis(benzonitrile)palladium(II) dichloride; silver(l) oxide in 1,4-dioxane; acetic acid; dimethyl sulfoxide
T=120°C; 12 h;
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Li, Mingzong; Ge, Haibo
Organic Letters, 2010 , vol. 12, # 15 p. 3464 - 3467 Title/Abstract Full Text View citing articles Show Details
203
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90%
With ammonium peroxydisulfate; palladium(II) trifluoroacetate in diethylene glycol dimethyl ether
T=20°C;
Fang, Ping; Li, Mingzong; Ge, Haibo
Journal of the American Chemical Society, 2010 , vol. 132, # 34 p. 11898 - 11899 Title/Abstract Full Text View citing articles Show Details
74%
With oxygen; palladium diacetate; eosin y in chlorobenzene
T=20°C; 15 h; Irradiation;
Zhou, Chao; Li, Pinhua; Zhu, Xianjin; Wang, Lei
Organic Letters, 2015 , vol. 17, # 24 p. 6198 - 6201 Title/Abstract Full Text View citing articles Show Details
204
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Rx-ID: 30786415
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98%
With dipotassium peroxodisulfate; palladium diacetate in water; dimethyl sulfoxide
T=20°C; 3 h;
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Li, Mingzong; Wang, Cong; Ge, Haibo
Organic Letters, 2011 , vol. 13, # 8 p. 2062 - 2064 Title/Abstract Full Text View citing articles Show Details
205
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Rx-ID: 30786432
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90%
206
With dipotassium peroxodisulfate; palladium diacetate in water; dimethyl sulfoxide
T=20°C; 3 h;
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Li, Mingzong; Wang, Cong; Ge, Haibo
Organic Letters, 2011 , vol. 13, # 8 p. 2062 - 2064 Title/Abstract Full Text View citing articles Show Details
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Rx-ID: 30786434
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95%
With dipotassium peroxodisulfate; palladium diacetate in water; dimethyl sulfoxide
T=20°C; 3 h;
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Li, Mingzong; Wang, Cong; Ge, Haibo
Organic Letters, 2011 , vol. 13, # 8 p. 2062 - 2064 Title/Abstract Full Text View citing articles Show Details
207
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Rx-ID: 30786437
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98%
With dipotassium peroxodisulfate; palladium diacetate in water; dimethyl sulfoxide
T=20°C; 3 h;
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Li, Mingzong; Wang, Cong; Ge, Haibo
Organic Letters, 2011 , vol. 13, # 8 p. 2062 - 2064 Title/Abstract Full Text View citing articles Show Details
208
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Rx-ID: 30786439
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90%
With dipotassium peroxodisulfate; palladium diacetate in water; dimethyl sulfoxide
T=20°C; 3 h;
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Li, Mingzong; Wang, Cong; Ge, Haibo
Organic Letters, 2011 , vol. 13, # 8 p. 2062 - 2064 Title/Abstract Full Text View citing articles Show Details
209
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Rx-ID: 30951165
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85%
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Yin, Handong; Li, Jing; Hong, Min; Cui, Jichun; Dong, Lei; Zhang, Qijun
Journal of Molecular Structure, 2011 , vol. 985, # 2-3 p. 261 - 269 Title/Abstract Full Text View citing articles Show Details
in methanol
4 h; Reflux; Hide Experimental Procedure
2.2. Synthesis of Schiff base ligand-phenylglyoxylic acid isonicotinyl hydrazone
In typical procedure, isonicotinyl hydrazide (1.37 g, 10 mmol) and phenylglyoxylic acid (1.80 g, 10 mmol) was added in CH3OH (60 ml). The mixture was mechanically stirred and reflux for 4 h. After evaporation of the solvent, the crude product was collected, it was washed first with ethanol and then with dichloromethane-ethanol. For some time, yellow single crystal was formed. Yield: 85percent
210
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Rx-ID: 34021557
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89%
With Fe(III)(edta); dihydrogen peroxide; palladium diacetate; sodium hydroxide in water
T=20°C; pH=7.2 - 7.8; 0.2 h;
Sharma, Sugandha; Khan, Imran A.; Saxena, Anil K.
Advanced Synthesis and Catalysis, 2013 , vol. 355, # 4 p. 673 - 678 Title/Abstract Full Text View citing articles Show Details
73%
With dipotassium peroxodisulfate; palladium diacetate; silver(l) oxide in dimethyl sulfoxide; N,N-dimethyl-formamide
T=20°C; Inert atmosphere;
Wang, Hua; Guo, Li-Na; Duan, Xin-Hua
Organic Letters, 2012 , vol. 14, # 17 p. 4358 - 4361 Title/Abstract Full Text View citing articles Show Details
211
Rx-ID: 34021570
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85%
With Fe(III)(edta); dihydrogen peroxide; palladium diacetate; sodium hydroxide in water
T=20°C; pH=7.2 - 7.8; 0.366667 h;
Sharma, Sugandha; Khan, Imran A.; Saxena, Anil K.
Advanced Synthesis and Catalysis, 2013 , vol. 355, # 4 p. 673 - 678 Title/Abstract Full Text View citing articles Show Details
66%
With dipotassium peroxodisulfate; palladium diacetate; silver(l) oxide in dimethyl sulfoxide; N,N-dimethyl-formamide
T=20°C; Inert atmosphere;
Wang, Hua; Guo, Li-Na; Duan, Xin-Hua
Organic Letters, 2012 , vol. 14, # 17 p. 4358 - 4361 Title/Abstract Full Text View citing articles Show Details
212
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Rx-ID: 36099317
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74%
With diethylamino-sulfur trifluoride; triethylamine in dichloromethane
T=20°C; 16 h; Inert atmosphere;
Vandamme, Mathilde; Bouchard, Léa; Gilbert, Audrey; Keita, Massaba; Paquin, Jean-François
Organic Letters, 2016 , vol. 18, # 24 p. 6468 - 6471 Title/Abstract Full Text Show Details
With sulfuric acid in cyclohexane
3 h; Reflux;
Takizawa, Shinobu; Remond, Emmanuelle; Arteaga, Fernando Arteaga; Yoshida, Yasushi; Sridharan, Vellaisamy; Bayardon, Jerome; Juge, Sylvain; Sasai, Hiroaki
Chemical Communications, 2013 , vol. 49, # 75 p. 8392 - 8394 Title/Abstract Full Text View citing articles Show Details
A
B
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213
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With dipotassium peroxodisulfate; silver nitrate in water; dimethyl sulfoxide
T=20°C; 24 h; Inert atmosphereSchlenk techniqueSealed tube; Overall yield = 35 percent; regioselective reaction; Hide Experimental Procedure
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Wang, Hua; Zhou, Shi-Liu; Guo, Li-Na; Duan, Xin-Hua
Tetrahedron, 2015 , vol. 71, # 4 p. 630 - 636 Title/Abstract Full Text View citing articles Show Details
1:4.3. General procedure for the decarboxylative acylation of coumarins with α-oxocarboxylic acids
General procedure: A 10mL oven-dried Schlenk-tube was charged with AgNO3 (3.4mg, 10molpercent), coumarin (1, 0.2mmol, 1.0equiv), and K2S2O8 (108mg, 0.4mmol, 2.0equiv). The tube was evacuated and backfilled with nitrogen (three times). α-Oxocarboxylic acids (2, 0.48mmol, 2.4equiv) in DMSO/H2O (1:1) 2mL were added by syringe. The tube was then sealed and the mixture was stirred for 24h at room temperature. Upon completion of the reaction, the mixture was diluted with EtOAc, filtered through a pad of Celite, and the filtrate was then removed under vacuo. The residue was purified with chromatography column on silica gel (gradient eluent of EtOAc/petroleum ether: 1:30 to 1:15) to give the corresponding products 3 or 4 in yields listed in Tables 2 and 3.
214
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Rx-ID: 41079814
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91%
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With dipotassium hydrogenphosphate; C36H18F10IrN4(1+)*F6P(1) in dichloromethane; water
T=20°C; 9 h; Schlenk techniqueIrradiation;
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Wang, Guang-Zu; Shang, Rui; Cheng, Wan-Min; Fu, Yao
Organic Letters, 2015 , vol. 17, # 19 p. 4830 - 4833 Title/Abstract Full Text View citing articles Show Details
215
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Rx-ID: 41079815
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94%
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With dipotassium hydrogenphosphate; C36H18F10IrN4(1+)*F6P(1) in dichloromethane; water
T=20°C; 9 h; Schlenk techniqueIrradiation;
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Wang, Guang-Zu; Shang, Rui; Cheng, Wan-Min; Fu, Yao
Organic Letters, 2015 , vol. 17, # 19 p. 4830 - 4833 Title/Abstract Full Text View citing articles Show Details
216
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Rx-ID: 41079816
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88%
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With dipotassium hydrogenphosphate; C36H18F10IrN4(1+)*F6P(1) in dichloromethane; water
T=20°C; 9 h; Schlenk techniqueIrradiation;
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Wang, Guang-Zu; Shang, Rui; Cheng, Wan-Min; Fu, Yao
Organic Letters, 2015 , vol. 17, # 19 p. 4830 - 4833 Title/Abstract Full Text View citing articles Show Details
217
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Rx-ID: 41079819
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89%
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With dipotassium hydrogenphosphate; C36H18F10IrN4(1+)*F6P(1) in dichloromethane; water
T=20°C; 9 h; Schlenk techniqueIrradiation; Reagent/catalystConcentrationSolvent;
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Wang, Guang-Zu; Shang, Rui; Cheng, Wan-Min; Fu, Yao
Organic Letters, 2015 , vol. 17, # 19 p. 4830 - 4833 Title/Abstract Full Text View citing articles Show Details
218
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Rx-ID: 41975318
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87%
With ammonium peroxydisulfate; palladium diacetate in diethylene glycol dimethyl ether
T=20°C; 18 h; Sealed tube;
Wu, Yinuo; Sun, Lei; Chen, Yunyun; Zhou, Qian; Huang, Jia-Wu; Miao, Hui; Luo, Hai-Bin
Journal of Organic Chemistry, 2016 , vol. 81, # 3 p. 1244 - 1250 Title/Abstract Full Text View citing articles Show Details
78%
With dipotassium peroxodisulfate; palladium(II) trifluoroacetate in diethylene glycol dimethyl ether
T=80°C; 20 h; Inert atmosphere; Catalytic behavior; regioselective reaction; Hide Experimental Procedure
Zhang, Liang; Wang, Zhe; Guo, Peiyu; Sun, Wei; Li, Ya-Min; Sun, Meng; Hua, Chengwen
Tetrahedron Letters, 2016 , vol. 57, # 23 p. 2511 - 2514 Title/Abstract Full Text View citing articles Show Details
General catalytic procedure forortho-acylation of N-nitrosoaniline with α-keto acids.
General procedure: An oven-dried 10 mL screw-capped vial was charged with Pd(TFA)2 (6.6 mg, 0.02 mmol, 10 mol percent), N-methyl-N-nitrosoaniline (27.2 mg, 0.2 mmol, 1.0 equiv),α-oxocarboxylic acids (60.0 mg, 0.4 mmol, 2.0 equiv) and K2S2O8 (108.1 mg, 0.4 mmol, 2.0 equiv) under a gentle stream of argon. After Diglyme (1 mL) was added to the vial by a syringe. The vessel was heated in an oil bath at 80 °C for 20 h followed by cooling. The contents were subjected to flash chromatography to give the corresponding product (89percent) as a pale yellow oil. The purified material was dried under an oil-pump vacuum.
219
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Rx-ID: 43006151
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72%
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Yan, Yan-Mei; Gao, Yun; Ding, Ming-Wu
Tetrahedron, 2016 , vol. 72, # 35 p. 5548 - 5557 Title/Abstract Full Text View citing articles Show Details
in methanol
T=20°C; Ugi Condensation; Hide Experimental Procedure
4.4. Synthesis of azides 10 via Ugi reaction
General procedure: Benzaldehyde 3 (R2Ph,0.212 g, 2 mmol), 2-oxopropanoic acid 9 (R3Me, 0.176 g, 2 mmol),and t-butylisocyanide 5 (R4t-Bu, 0.166 g, 2 mmol) were addedsequentially to a solution of 2-azidobenzenamine 2 (R1H, 0.268 g,2 mmol) in methanol (15 mL) at room temperature. The reactionmixture was stirred at ambient temperature for 24e48 h. After thesolvent was evaporated, the crude reaction mixture was purified bycolumn chromatography with EtOAc/petroleum (1:5) as the eluentto give azide 10a.
220
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Rx-ID: 43055690
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71%
With water; oxygen in 1,4-dioxane
T=20°C; 48 h; Schlenk techniqueIrradiation;
Xu, Wen-Tao; Huang, Bei; Dai, Jian-Jun; Xu, Jun; Xu, Hua-Jian
Organic Letters, 2016 , vol. 18, # 13 p. 3114 - 3117 Title/Abstract Full Text View citing articles Show Details
50%
With silver trifluoromethanesulfonate in water; acetonitrile
T=60°C; 24 h; Schlenk technique;
Xu, Xiao-Lan; Xu, Wen-Tao; Wu, Ji-Wei; He, Jian-Bo; Xu, Hua-Jian
Organic and Biomolecular Chemistry, 2016 , vol. 14, # 42 p. 9970 - 9973 Title/Abstract Full Text Show Details
221
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Rx-ID: 43529783
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95%
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With potassium pyrosulfate; palladium dichloride in 1,2dichloro-ethane
T=80°C; 24 h; Reagent/catalystTemperature; regioselective reaction;
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Chen, Xiaopei; Cui, Xiuling; Wu, Yangjie
Organic Letters, 2016 , vol. 18, # 15 p. 3722 - 3725 Title/Abstract Full Text View citing articles Show Details
222
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Rx-ID: 43529797
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90%
With potassium pyrosulfate; palladium dichloride in 1,2dichloro-ethane
T=80°C; 24 h; regioselective reaction;
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Chen, Xiaopei; Cui, Xiuling; Wu, Yangjie
Organic Letters, 2016 , vol. 18, # 15 p. 3722 - 3725 Title/Abstract Full Text View citing articles Show Details
223
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Rx-ID: 728434
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70%
With sulfuric acid; nitric acid
With nitric acid
T=-10°C;
Reich; Morel
Bulletin de la Societe Chimique de France, 1917 , vol. <4> 21, p. 226 Full Text Show Details
With sulfuric acid; potassium nitrate
T=0 - 25°C; 3 h; Hide Experimental Procedure
SHANGHAI FOCHON PHARMACEUTICAL CO LTD; WANG, Weibo; ZHAO, Xingdong; YUAN, Quan; SHI, Hailong; TIAN, Qiang; LIU, Qihong; ZHOU, Zuwen; WANG, Xianlong; CHEN, Zhifang; CHEN, Ling; TAN, Haohan; FANG, Bo; JIANG, Lihua; LIU, Yanxin; SUN, Jing; ZENG, Fanxin; LI, Tongshuang
Patent: WO2014/169843 A1, 2014 ; Location in patent: Page/Page column 48 ;
Chiou, Yu-Min; Que Jr., Lawrence
Journal of the American Chemical Society, 1995 , vol. 117, # 14 p. 3999 - 4013 Title/Abstract Full Text View citing articles Show Details
Title/Abstract Full Text Show Details
2- (3-nitrophenyl)-2-oxoacetic acid (A-1)
To a solution of 2-oxo-2-phenylacetic acid (50.0 g, 0.33 mol) in H2S04 (400 mL) was addedKNOB (40.4 g, 0.4 mol) at 0 °C. The mixture was warmed to ambient temperature and stirred at25 °C for 3 h. The reaction mixture was poured into ice-water (1.6 L) and extracted with EtOAc(2 x 300 mL). The organic extracts were combined and washed with water, brine and dried overanhydrous sodium sulfate and concentrated in vacuo to give the title compound A-i as crudeproduct (63.1 g, 97percent).
224
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Rx-ID: 728443
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80%
With formaldehyd; palladium dichloride in sodium hydroxide
T=65°C; Hydrogenation;
Arterburn; Pannala; Gonzalez; Chamberlin
Tetrahedron Letters, 2000 , vol. 41, # 41 p. 7847 - 7849 Title/Abstract Full Text View citing articles Show Details
37%
With dimethyl viologen in water
T=25°C; 3 h; var. additive; Product distribution;
Park, Joon Woo
Tetrahedron Letters, 1995 , vol. 36, # 15 p. 2637 - 2638 Title/Abstract Full Text View citing articles Show Details
With sodium amalgam; water
racemic mandelic acid;
Claisen
Chemische Berichte, 1877 , vol. 10, p. 847 Full Text Show Details
Hide Details
225
With palladium; dimethyl amine
T=10 - 15°C; Hydrogenation;
Knoop; Oesterlin
Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1925 , vol. 148, p. 311 Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1927 , vol. 170, p. 187,195 Full Text Show Details
With hydrogenchloride; amalgamated zinc
T=90 - 100°C;
Steinkopf; Wolfram
Justus Liebigs Annalen der Chemie, 1923 , vol. 430, p. 159 Full Text Show Details
5.5E-6 mol
With phosphate buffer; ADH (EC 1.1.1.2); MV2+; nicotinamide adenine dinucleotide phosphate in water; tert-butyl alcohol
30 h; electrolysis; other reaction system;
Yuan, Ruo; Watanabe, Shozo; Kuwabata, Susumu; Yoneyama, Hiroshi
Journal of Organic Chemistry, 1997 , vol. 62, # 8 p. 2494 - 2499 Title/Abstract Full Text View citing articles Show Details
With fructose 1,6-biphosphate; Bacillus stearothermophilus; triethanolamine hydrochloride; Reduced nicotinamide-adenine dinucleotide
T=25°C; also in presence of Gln102 or Asn enzyme; Rate constantEquilibrium constant;
Luyten, Marcel A.; Bur, Daniel; Wynn, Hla; Parris, Wendy; Glod, Marvin; et al.
Journal of the American Chemical Society, 1989 , vol. 111, # 17 p. 6800 - 6804 Title/Abstract Full Text View citing articles Show Details
With triethanolamine; isopropyl alcohol; [Ru(bpy)2](PF6)2 Meerwein-Ponndorf-Verley reduction; Irradiation;
Herance, Jose Raul; Ferrer, Belen; Bourdelande, Jose Luis; Marquet, Jordi; Garcia, Hermenegildo
Chemistry - A European Journal, 2006 , vol. 12, # 14 p. 3890 - 3895 Title/Abstract Full Text View citing articles Show Details
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Rx-ID: 1318562
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77%
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With ammonium perchlorate; oxygen; N-ethyl-N,Ndiisopropylamine; trifluoroacetic acid in water; dimethyl sulfoxide T=20°C; 15 h; Electrochemical reaction;
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Wang, Hai-Bin; Huang, Jing-Mei
Advanced Synthesis and Catalysis, 2016 , vol. 358, # 12 p. 1975 - 1981 Title/Abstract Full Text View citing articles Show Details
75%
Stage #1: Benzoylformic acid With potassium tert-butylate in ethanol
T=20°C; 2 h; Sealed tube; Stage #2: 2-amino-benzenethiol With dipotassium peroxodisulfate in acetonitrile
T=80°C; 8 h; Sealed tubeInert atmosphere;
Laha, Joydev K.; Patel, Ketul V.; Satyanarayana Tummalapalli; Dayal, Neetu
Chemical Communications, 2016 , vol. 52, # 67 p. 10245 - 10248 Title/Abstract Full Text View citing articles Show Details
32%
With tris(1,10-phenanthroline)ruthenium(II) dichloride; oxygen in dimethyl sulfoxide
T=32°C; 36 h; IrradiationSchlenk technique;
Liu, Jie; Liu, Qiang; Yi, Hong; Qin, Chu; Bai, Ruopeng; Qi, Xiaotian; Lan, Yu; Lei, Aiwen
Angewandte Chemie - International Edition, 2014 , vol. 53, # 2 p. 502 - 506 Angew. Chem., 2014 , vol. 126, # 2 p. 512 - 516,5 Title/Abstract Full Text View citing articles Show Details
Hide Details
With air
T=150°C;
Rabilloud,G. et al.
Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1970 , vol. 270, p. 2019 - 2021 Full Text View citing articles Show Details
226
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Rx-ID: 1322465
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78%
With dmap; dicyclohexyl-carbodiimide in dichloromethane
T=20°C;
Cai, Feng; Pu, Xiaotao; Qi, Xiangbing; Lynch, Vincent; Radha, Akella; Ready, Joseph M.
Journal of the American Chemical Society, 2011 , vol. 133, # 45 p. 18066 - 18069 Title/Abstract Full Text View citing articles Show Details
With sulfuric acid
Huyser,E.S.; Neckers,D.C.
Journal of Organic Chemistry, 1964 , vol. 29, p. 276 - 278 Full Text View citing articles Show Details
With toluene-4-sulfonic acid in toluene
18 h; Reflux;
Bartrum, Hannah E.; Blakemore, David C.; Moody, Christopher J.; Hayes, Christopher J.
Chemistry - A European Journal, 2011 , vol. 17, # 35 p. 9586 - 9589 Title/Abstract Full Text View citing articles Show Details
Hide Details
With dmap; dicyclohexyl-carbodiimide in dichloromethane
T=0 - 20°C; 16.0833 h; Inert atmosphere;
Nicolle, Simon M.; Hayes, Christopher J.; Moody, Christopher J.
Chemistry - A European Journal, 2015 , vol. 21, # 12 p. 4576 - 4579 Title/Abstract Full Text View citing articles Show Details
227
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97%
With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide in ethyl acetate
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Rx-ID: 3409338
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Zhang, Shuai; Guo, Li-Na; Wang, Hua; Duan, Xin-Hua
Organic and Biomolecular Chemistry, 2013 , vol. 11, # 26 p. 4308 - 4311 Title/Abstract Full Text View citing articles Show Details
95%
With oxygen; copper(II) sulfate in dimethyl sulfoxide
T=120°C; 24 h;
Song, Qiuling; Feng, Qiang; Zhou, Mingxin
Organic Letters, 2013 , vol. 15, # 23 p. 5990 - 5993 Title/Abstract Full Text View citing articles Show Details
95%
With oxygen; copper diacetate in dimethyl sulfoxide
T=120°C; Sealed tube;
Feng, Qiang; Song, Qiuling
Journal of Organic Chemistry, 2014 , vol. 79, # 4 p. 1867 - 1871 Title/Abstract Full Text View citing articles Show Details
Hide Details
95%
With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide in ethyl acetate
T=80°C; 24 h;
Chang, Li-Ming; Yuan, Gao-Qing
Tetrahedron, 2016 , vol. 72, # 44 p. 7003 - 7007 Title/Abstract Full Text Show Details
88%
With 2-diazo-1,2-diphenylethan-1-one; methylene blue in pyridine; acetonitrile
1.33333 h; Irradiationoxidative decarboxylation of α-keto carboxylic acids;
Ando, Wataru; Miyazaki, Hajime; Akasaka, Takeshi
Tetrahedron Letters, 1982 , vol. 23, # 11 p. 1197 - 1200 Title/Abstract Full Text View citing articles Show Details
87%
With iodine; oxygen in ethyl acetate
24 h; Mercury lamp irradiation;
Tada, Norihiro; Shomura, Motoki; Cui, Lei; Nobuta, Tomoya; Miura, Tsuyoshi; Itoh, Akichika
Synlett, 2011 , # 19 art. no. U06311ST, p. 2896 - 2900 Title/Abstract Full Text View citing articles Show Details
81%
With menadione; sodium hydrogencarbonate; sodium Lascorbate in ethanol; water
T=20°C; P=760.051 Torr; pH=8.5; 24 h; DarknessGreen chemistry;
Silveira-Dorta, Gastn; Monzn, Diego M.; Crisstomo, Fernando P.; Martn, Toms; Martn, Vctor S.; Carrillo, Romen
Chemical Communications, 2015 , vol. 51, # 32 p. 7027 - 7030 Title/Abstract Full Text View citing articles Show Details
75%
With iodosylbenzene in 1,4-dioxane
Ambient temperature;
Moriarty, Robert M.; Gupta, Satish C.; Hu, Henry; Berenschot, Daniel M.; White, Kenneth B.
Journal of the American Chemical Society, 1981 , vol. 103, # 3 p. 686 - 688 Title/Abstract Full Text View citing articles Show Details
62%
With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,3-bis(2,4,6trimethylphenyl)-4,5-dihydroimidazolium chloride in tetrahydrofuran
T=20°C; 16 h; Inert atmosphere;
Nair, Vijay; Varghese, Vimal; Paul, Rony Rajan; Jose, Anu; Sinu; Menon, Rajeev S.
Organic Letters, 2010 , vol. 12, # 11 p. 2653 - 2655 Title/Abstract Full Text View citing articles Show Details
44%
With water; oxygen in ethyl acetate
10 h; Irradiation;
Yamaguchi, Tomoaki; Nobuta, Tomoya; Kudo, Yasuhisa; Hirashima, Shin-Ichi; Tada, Norihiro; Miura, Tsuyoshi; Itoh, Akichika
Synlett, 2013 , vol. 24, # 5 art. no. ST-2013-U0018-L, p. 607 - 610 Title/Abstract Full Text View citing articles Show Details
With sodium hypochlorite; potassium nitrate
T=35°C; var. pH; Rate constant;
Elmore, P. R.; Reed, R. T.; Terkle-Huslig, T.; Welch, J. S.; Young, S. M.; Landolt, R. G.
Journal of Organic Chemistry, 1989 , vol. 54, # 4 p. 970 - 972 Title/Abstract Full Text View citing articles Show Details
With dihydrogen peroxide
pH=7.4; 0.333333 h; HEPES bufferInert atmosphere; Kinetics;
Lippert, Alexander R.; Keshari, Kayvan R.; Kurhanewicz, John; Chang, Christopher J.
Journal of the American Chemical Society, 2011 , vol. 133, # 11 p. 3776 - 3779 Title/Abstract Full Text View citing articles Show Details
With dihydrogen peroxide; N-2-hydroxyethylpiperazine-N'-2ethanesulfonic acid
pH=7.4; Kinetics; Hide Experimental Procedure
THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; CHANG, Christopher J.; LIPPERT, Alexander R.
Patent: WO2012/27274 A2, 2012 ; Location in patent: Page/Page column 29; 30 ; Title/Abstract Full Text Show Details
4:
A series of compounds were synthesized and kinetically analyzed (Table 1). The measured rate constants correlate well with the Hammett σ parameters giving a p value of 3.80 (Figure 4). Many of the compounds display faster reactivity with Η202 than BFA.
228
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Rx-ID: 9147834
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229
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91%
With silver carbonate in acetonitrile
T=60°C; 1 h;
Cheng, Kai; Zhao, Baoli; Qi, Chenze
RSC Advances, 2014 , vol. 4, # 89 p. 48698 - 48702 Title/Abstract Full Text View citing articles Show Details
75 % Chromat.
With dicarbonic acid,dimethyl ester; tetrakis(triphenylphosphine) palladium(0) in 1,4-dioxane
T=80°C; 6 h;
Yamamoto; Kakino; Narahashi; Shimizu
Bulletin of the Chemical Society of Japan, 2002 , vol. 75, # 6 p. 1333 - 1345 Title/Abstract Full Text View citing articles Show Details
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Rx-ID: 10060508
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92%
With C8F17SO3H in 1,2-dichloro-ethane
T=60°C; 24 h;
Yang, Yong-Hua; Liu, Ying-Hao; Shi, Min
Organic and Biomolecular Chemistry, 2006 , vol. 4, # 22 p. 4131 - 4134 Title/Abstract Full Text View citing articles Show Details
76%
With trimethylsilyl trifluoromethanesulfonate in 1,2-dichloroethane
T=60°C; 24 h;
Yang, Yong-Hua; Shi, Min
Journal of Organic Chemistry, 2005 , vol. 70, # 24 p. 10082 - 10085 Title/Abstract Full Text View citing articles Show Details
230
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Rx-ID: 22843468
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With acetic acid in ethanol
T=20°C; 16 h; Hide Experimental Procedure
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MERCK PATENT GMBH
Patent: WO2003/104205 A1, 2003 ; Location in patent: Page 101 ; Title/Abstract Full Text Show Details
4.1:Beispiel 4
Zu einer Loesung von 600 mg (4) in [ETHANOL/EISESSIG] gibt man 293 mg [BENZOYLAMEISENSaeURE] und ruehrt 16 Stunden bei Raumtemperatur. Das Loesungsmittel wird abdestilliert, der Rueckstand wird mit Ether aufgeruehrt, abgesaugt und mit Ether gewaschen. Man erhaelt 800 mg der Verbindung [{2- [3- (3-ETHOXY-4-METHOXY-PHENYL)-5,] 6- [DIHYDRO-4H-PYRIDAZIN-1-YL]-2-OXO-ETHOXYIMINO}-2-PHENYL-ESSIGSaeURE] [(I-D-1] ; Tabelle 2).
231
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Rx-ID: 23051545
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With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)carbodiimide hydrochloride in DMF (N,N-dimethyl-formamide)
T=20°C; 14 h; Hide Experimental Procedure
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Japan Tobacco Inc.
Patent: EP1452526 A1, 2004 ; Location in patent: Page 118 ; Title/Abstract Full Text Show Details
5.4:Example 5-45-chloro-1H-indole-2-carboxylic acid 2-(benzoylformyl)hydrazide
To a suspension (5 ml) of 5-chloro-1H-indole-2-carboxylic acid hydrazide obtained in Example 1 a) (240 mg) and benzoylformic acid (150 mg) in DMF were added 1-hydroxybenzotriazole (184 mg) and EDC (230 mg). The mixture was stirred at room temperature for 14 hr and water was added to the reaction solution. This mixture was extracted with ethyl acetate. The organic layer was washed successively with 10percent aqueous citric acid solution, saturated aqueous sodium hydrogen carbonate, water and saturated brine, and dried over sodium sulfate. This solution was filtered and concentrated under reduced pressure. The residue was washed with diethyl ether to give the title compound (106 mg) (see Table 28).
232
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Rx-ID: 23744324
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With dicyclohexyl-carbodiimide in acetone; benzene
T=0 - 20°C; Hide Experimental Procedure
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Huang, Yazhong; Hu, Shuanghua; Degnan, Andrew P.
Patent: US2006/20019 A1, 2006 ; Location in patent: Page/Page column 11 ; Title/Abstract Full Text Show Details
32:
Benzoylformic acid in acetone (3.00 g, 20 ml) was mixed with 3,5-bistrifluoromethylbenzylamine (tech. grade, 80percent, 5.85 g, 1 equivalent) in benzene (20 ml). The resultant suspension was stirred at 0° C., and a suspension of DCC in benzene (4.34 g, 1.1 equivalents, 20 ml) was added slowly. The reaction mixture was allowed to warm up to RT and stirred overnight. The reaction mixture was quenched with brine and extracted with EtOAc. After concentration, the residue was purified by flash chromatography on silica gel to give 3.69 g of N(3,5-bis(trifluoromethyl)benzyl-2-oxo-2-phenylacetamide as a yellow solid. 1H NMR (500 MHz, DMSO-D6) δ ppm 9.62 (1H, t, J=5.80 Hz) 8.07 (2H, s) 8.05 (1H, s) 7.97-8.01 (2H, m) 7.75 (1H, t, J=7.32 Hz) 7.59 (2H, t, J=7.93 Hz) 4.67 (2H, d, J=6.10 Hz). MS [ESI, MH+] m/z calcd for C17H12F6NO2 376.08, found 376.07.
233
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Rx-ID: 28008489
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With 1- hydroxybenzotriazole; 1-ethyl-(3-(3dimethylamino)propyl)-carbodiimide hydrochloride; N,Ndiisopropylethylamine in dichloromethane
T=20°C; 16 h; Hide Experimental Procedure
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Theravance, Inc.
Patent: US2008/269190 A1, 2008 ; Location in patent: Page/Page column 30 ; Title/Abstract Full Text Show Details
5:
1-(4-Dimethylamino-piperidin-1-yl)-2-phenylethane-1,2-dione (5a): Benzoylformic acid (1.0 g, 6.7 mmol), dimethylpiperidin-4-ylamine (854 mg, 6.7 mmol), DIPEA (3.5 mL, 20.0 mmol), and 1-hydroxybenzotriazole (1.4 g, 10 mmol) were dissolved in 20 mL of methylene chloride, then N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (1.53 g, 7.99 mmol) was added and the mixture was stirred at room temperature for 16 hours. The mixture was extracted with a 1.0 N NaOH solution, then the organic layer was dried over Na2SO4 and concentrated. The crude product was purified by column chromatography (10-30percent MeOH in methylene chloride gradient) to give intermediate (5a) (501 mg).
234
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Rx-ID: 28470346
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Stage #1: α-ketophenylacetic acid With HATU in N,N-dimethylformamide
T=25°C; 0.25 h; Stage #2: PP2 With N-ethyl-N,N-diisopropylamine in N,Ndimethyl-formamide
T=25°C; 16 h; Hide Experimental Procedure
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FOLDRX PHARMACEUTICALS, INC.
Patent: WO2009/62118 A2, 2009 ; Location in patent: Page/Page column 232-233 ; Title/Abstract Full Text Show Details
68:
To a dry, round bottom flask was added benzoylfomic acid (99 mg, 0.66 mmol), ηATU(252 mg, 0.66 mmol), and dimethylformamide (3 ml). This solution was stirred at 25 °C for 15 min, followed by addition of l-feτt-butyl-3 -(4-chloro-phenyl)- 1 H-pyrazolo [3,4-cf]pyrimidin-4ylamine (lOOmg, 0.33 mmol) and DIEA (220 μL, 1.33 mmol). The resulting mixture was stirred at 25 0C for 16 hr. The crude material was purified via reverse phase preparative ηPLC-MS, <n="234"/>concentrated, and triturated with acetonitrile to afford the title compound (17 mg, 0.04 mmol); LC/MS, API-ES, Pos, (M+H)+, 434.9, 436.9.
235
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Rx-ID: 28907908
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With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride in dichloromethane
T=0 - 20°C; 12 h; Inert atmosphere; Hide Experimental Procedure
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Knust, Henner; Nettekoven, Matthias; Pinard, Emmanuel; Roche, Olivier; Rogers-Evans, Mark
Patent: US2009/312314 A1, 2009 ; Location in patent: Page/Page column 41 ; Title/Abstract Full Text Show Details
47.c.3:
To a solution of (1-ethyl-3-methyl-1H-pyrazol-4-yl)-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-amine (100 mg) in CH2Cl2 (5 mL) was added under a nitrogen atmosphere at 0° C. benzoyl formic acid (1.1 eq., commercially available) and EDC (1.1 eq). After stirring for 12 h a rt, the mixture was washed with aqueous Na2CO3 (saturated, 2.5 mL) and water (2.5 mL), the combined aqueous layers were extracted with CH2Cl2 (3.x.2.5 mL) and the combined organic layers dried over sodium sulfate. Concentration afforded the title compound (161 mg, >100percent) as a light yellow oil which was used without further purification for the next step. MS m/e: 431.2 [M+H]+.
236
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Rx-ID: 29050120
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96%
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Stage #1: α-ketophenylacetic acid With oxalyl dichloride; N,Ndimethyl-formamide in chloroform
T=0 - 20°C; Stage #2: (3R)-3-hydroxy-1-azabicyclo[2.2.2]octane in chloroform
T=20°C;
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Prat, Maria; Fernandez, Dolors; Buil, M. Antonia; Crespo, Maria I.; Casals, Gaspar; Ferrer, Manuel; Tort, Laia; Castro, Jordi; Monleon, Juan M.; Gavalda, Amadeu; Miralpeix, Montserrat; Ramos, Israel; Domenech, Teresa; Vilella, Dolors; Anton, Francisca; Huerta, Josep M.; Espinosa, Sonia; Lopez, Manuel; Sentellas, Sonia; Gonzalez, Marisa; Alberti, Joan; Segarra, Victor; Cardenas, Alvaro; Beleta, Jorge; Ryder, Hamish
Journal of Medicinal Chemistry, 2009 , vol. 52, # 16 p. 5076 - 5092 Title/Abstract Full Text View citing articles Show Details
237
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Rx-ID: 29691244
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84%
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With dipotassium peroxodisulfate; bis(benzonitrile)palladium(II) dichloride; silver(l) oxide in 1,4-dioxane; acetic acid; dimethyl sulfoxide
T=120°C; 12 h;
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Li, Mingzong; Ge, Haibo
Organic Letters, 2010 , vol. 12, # 15 p. 3464 - 3467 Title/Abstract Full Text View citing articles Show Details
238
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Rx-ID: 29691254
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83%
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With dipotassium peroxodisulfate; bis(benzonitrile)palladium(II) dichloride; silver(l) oxide in 1,4-dioxane; acetic acid; dimethyl sulfoxide
T=120°C; 12 h;
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Li, Mingzong; Ge, Haibo
Organic Letters, 2010 , vol. 12, # 15 p. 3464 - 3467 Title/Abstract Full Text View citing articles Show Details
239
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Rx-ID: 29691255
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77%
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With dipotassium peroxodisulfate; bis(benzonitrile)palladium(II) dichloride; silver(l) oxide in 1,4-dioxane; acetic acid; dimethyl sulfoxide
T=120°C; 12 h;
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Li, Mingzong; Ge, Haibo
Organic Letters, 2010 , vol. 12, # 15 p. 3464 - 3467 Title/Abstract Full Text View citing articles Show Details
240
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Rx-ID: 30125543
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79%
With dicyclohexyl-carbodiimide in dichloromethane
T=-60°C; 4.16667 h;
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Zhang, Zhiguo; Zhang, Qian; Ni, Zhikun; Liu, Qun
Chemical Communications, 2010 , vol. 46, # 8 p. 1269 - 1271 Title/Abstract Full Text View citing articles Show Details
241
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Rx-ID: 30786416
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83%
With dipotassium peroxodisulfate; palladium diacetate in water; dimethyl sulfoxide
T=20°C; 3 h;
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Li, Mingzong; Wang, Cong; Ge, Haibo
Organic Letters, 2011 , vol. 13, # 8 p. 2062 - 2064 Title/Abstract Full Text View citing articles Show Details
242
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Rx-ID: 30786433
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82%
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With dipotassium peroxodisulfate; palladium diacetate in water; dimethyl sulfoxide
T=20°C; 3 h;
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Li, Mingzong; Wang, Cong; Ge, Haibo
Organic Letters, 2011 , vol. 13, # 8 p. 2062 - 2064 Title/Abstract Full Text View citing articles Show Details
243
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Rx-ID: 30786438
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79%
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With dipotassium peroxodisulfate; palladium diacetate in water; dimethyl sulfoxide
T=20°C; 3 h;
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Li, Mingzong; Wang, Cong; Ge, Haibo
Organic Letters, 2011 , vol. 13, # 8 p. 2062 - 2064 Title/Abstract Full Text View citing articles Show Details
244
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Rx-ID: 34021559
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82%
With Fe(III)(edta); dihydrogen peroxide; palladium diacetate; sodium hydroxide in water
T=20°C; pH=7.2 - 7.8; 0.416667 h;
Sharma, Sugandha; Khan, Imran A.; Saxena, Anil K.
Advanced Synthesis and Catalysis, 2013 , vol. 355, # 4 p. 673 - 678 Title/Abstract Full Text View citing articles Show Details
60%
With dipotassium peroxodisulfate; palladium diacetate; silver(l)
Wang, Hua; Guo, Li-Na; Duan, Xin-Hua
oxide in dimethyl sulfoxide; N,N-dimethyl-formamide
T=20°C; Inert atmosphere;
Organic Letters, 2012 , vol. 14, # 17 p. 4358 - 4361 Title/Abstract Full Text View citing articles Show Details
245
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Rx-ID: 34021642
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86%
With Fe(III)(edta); dihydrogen peroxide; palladium diacetate; sodium hydroxide in water
T=20°C; pH=7.2 - 7.8; 0.166667 h;
Sharma, Sugandha; Khan, Imran A.; Saxena, Anil K.
Advanced Synthesis and Catalysis, 2013 , vol. 355, # 4 p. 673 - 678 Title/Abstract Full Text View citing articles Show Details
61%
With dipotassium peroxodisulfate; palladium diacetate; silver(l) oxide in dimethyl sulfoxide; N,N-dimethyl-formamide
T=20°C; Inert atmosphere;
Wang, Hua; Guo, Li-Na; Duan, Xin-Hua
Organic Letters, 2012 , vol. 14, # 17 p. 4358 - 4361 Title/Abstract Full Text View citing articles Show Details
246
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Rx-ID: 35820814
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81%
With palladium (II) trifluoroacetate; silver carbonate in ethylene glycol dimethyl ether
T=165°C; 24 h; Sealed tube; chemoselective reaction;
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Miao, Jinmin; Ge, Haibo
Organic Letters, 2013 , vol. 15, # 12 p. 2930 - 2933 Title/Abstract Full Text View citing articles Show Details
247
Rx-ID: 35820821
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75%
With palladium (II) trifluoroacetate; silver carbonate in ethylene glycol dimethyl ether
T=150°C; 48 h; Sealed tube; chemoselective reaction;
Miao, Jinmin; Ge, Haibo
Organic Letters, 2013 , vol. 15, # 12 p. 2930 - 2933 Title/Abstract Full Text View citing articles Show Details
248
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Rx-ID: 35820830
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80%
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With palladium (II) trifluoroacetate; silver carbonate in ethylene glycol dimethyl ether
T=150°C; 24 h; Sealed tube; Reagent/catalystConcentrationSolvent; chemoselective reaction;
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Miao, Jinmin; Ge, Haibo
Organic Letters, 2013 , vol. 15, # 12 p. 2930 - 2933 Title/Abstract Full Text View citing articles Show Details
249
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Rx-ID: 36327892
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7 g
Stage #1: in ethanol
T=25°C; 2 h; Stage #2: With sodium carbonate in ethanol
T=25°C; 2 h; Hide Experimental Procedure
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Melnicky, Radek; Grepl, Martin; Lycka, Antonin; Bertolasi, Valerio; Kvapil, Lubomir; Dvorakova, Barbora; Hradil, Pavel
Synthesis (Germany), 2013 , vol. 45, # 17 art. no. SS-2012-Z1009-OP, p. 2447 - 2457 Title/Abstract Full Text View citing articles Show Details
Sodium (2E)-(2-Arylhydrazono)propanoates 10a–e and (2Z)-Sodium Aryl(arylhydrazono)acetates 10f–l; General Procedure
General procedure: Derivatives 8a–g (45.4 mmol) were dissolved in EtOH (30.0 mL). Arylhydrazine derivatives 9a–g (45.4 mmol) were added, and the mixture was stirred at 25 °C for 1–8 h (Table 5) (TLC monitoring, n-hexanes–EtOAc, 7:3). Then Na2CO3 (2.4 g, 22.7 mmol) was added and the mixture was stirred at 25 °C for 2 h. The solid precipitate was filtered off, washed with EtOH, and dried in a vacuum drier. Compounds 10a–g were obtained as yellow solids and used in the next step without purification.
250
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Rx-ID: 36327893
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5.6 g
Stage #1: in ethanol
T=25°C; 1.5 h; Stage #2: With sodium carbonate in ethanol
T=25°C; 2 h; Hide Experimental Procedure
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Melnicky, Radek; Grepl, Martin; Lycka, Antonin; Bertolasi, Valerio; Kvapil, Lubomir; Dvorakova, Barbora; Hradil, Pavel
Synthesis (Germany), 2013 , vol. 45, # 17 art. no. SS-2012-Z1009-OP, p. 2447 - 2457 Title/Abstract Full Text View citing articles Show Details
Sodium (2E)-(2-Arylhydrazono)propanoates 10a–e and (2Z)-Sodium Aryl(arylhydrazono)acetates 10f–l; General Procedure
General procedure: Derivatives 8a–g (45.4 mmol) were dissolved in EtOH (30.0 mL). Arylhydrazine derivatives 9a–g (45.4 mmol) were added, and the mixture was stirred at 25 °C for 1–8 h (Table 5) (TLC monitoring, n-hexanes–EtOAc, 7:3). Then Na2CO3 (2.4 g, 22.7 mmol) was added and the mixture was stirred at 25 °C for 2 h. The solid precipitate was filtered off, washed with EtOH, and dried in a vacuum drier. Compounds 10a–g were obtained as yellow solids and used in the next step without purification.
251
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Rx-ID: 36327894
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8.2 g
Stage #1: in ethanol
T=25°C; 1 h; Stage #2: With sodium carbonate in ethanol
T=25°C; 2 h; Hide Experimental Procedure
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Melnicky, Radek; Grepl, Martin; Lycka, Antonin; Bertolasi, Valerio; Kvapil, Lubomir; Dvorakova, Barbora; Hradil, Pavel
Synthesis (Germany), 2013 , vol. 45, # 17 art. no. SS-2012-Z1009-OP, p. 2447 - 2457 Title/Abstract Full Text View citing articles Show Details
Sodium (2E)-(2-Arylhydrazono)propanoates 10a–e and (2Z)-Sodium Aryl(arylhydrazono)acetates 10f–l; General Procedure
General procedure: Derivatives 8a–g (45.4 mmol) were dissolved in EtOH (30.0 mL). Arylhydrazine derivatives 9a–g (45.4 mmol) were added, and the mixture was stirred at 25 °C for 1–8 h (Table 5) (TLC monitoring, n-hexanes–EtOAc, 7:3). Then Na2CO3 (2.4 g, 22.7 mmol) was added and the mixture was stirred at 25 °C for 2 h. The solid precipitate was filtered off, washed with EtOH, and dried in a vacuum drier. Compounds 10a–g were obtained as yellow solids and used in the next step without purification.
252
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Rx-ID: 36327895
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6.4 g
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Melnicky, Radek; Grepl, Martin; Lycka, Antonin; Bertolasi, Valerio; Kvapil, Lubomir; Dvorakova, Barbora; Hradil, Pavel
Synthesis (Germany), 2013 , vol. 45, # 17 art. no. SS-2012-Z1009-OP, p. 2447 - 2457 Title/Abstract Full Text View citing articles Show Details
Stage #1: in ethanol
T=25°C; 1 h; Stage #2: With sodium carbonate in ethanol
T=25°C; 2 h; Hide Experimental Procedure
Sodium (2E)-(2-Arylhydrazono)propanoates 10a–e and (2Z)-Sodium Aryl(arylhydrazono)acetates 10f–l; General Procedure
General procedure: Derivatives 8a–g (45.4 mmol) were dissolved in EtOH (30.0 mL). Arylhydrazine derivatives 9a–g (45.4 mmol) were added, and the mixture was stirred at 25 °C for 1–8 h (Table 5) (TLC monitoring, n-hexanes–EtOAc, 7:3). Then Na2CO3 (2.4 g, 22.7 mmol) was added and the mixture was stirred at 25 °C for 2 h. The solid precipitate was filtered off, washed with EtOH, and dried in a vacuum drier. Compounds 10a–g were obtained as yellow solids and used in the next step without purification.
253
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Rx-ID: 36327896
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Melnicky, Radek; Grepl, Martin; Lycka, Antonin; Bertolasi, Valerio; Kvapil, Lubomir; Dvorakova, Barbora; Hradil, Pavel
Synthesis (Germany), 2013 , vol. 45, # 17 art. no. SS-2012-Z1009-OP, p. 2447 - 2457 Title/Abstract Full Text View citing articles Show Details
Stage #1: in ethanol
T=25°C; 1.5 h; Stage #2: With sodium carbonate in ethanol
T=25°C; 2 h; Hide Experimental Procedure
Sodium (2E)-(2-Arylhydrazono)propanoates 10a–e and (2Z)-Sodium Aryl(arylhydrazono)acetates 10f–l; General Procedure
General procedure: Derivatives 8a–g (45.4 mmol) were dissolved in EtOH (30.0 mL). Arylhydrazine derivatives 9a–g (45.4 mmol) were added, and the mixture was stirred at 25 °C for 1–8 h (Table 5) (TLC monitoring, n-hexanes–EtOAc, 7:3). Then Na2CO3 (2.4 g, 22.7 mmol) was added and the mixture was stirred at 25 °C for 2 h. The solid precipitate was filtered off, washed with EtOH, and dried in a vacuum drier. Compounds 10a–g were obtained as yellow solids and used in the next step without purification.
254
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Rx-ID: 37206973
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92%
With trifluoroacetic acid in isopropyl alcohol
T=70°C; 18 h;
Yan, Shaoxi; Ye, Leping; Liu, Miaochang; Chen, Jiuxi; Ding, Jinchang; Gao, Wenxia; Huang, Xiaobo; Wu, Huayue
RSC Advances, 2014 , vol. 4, # 32 p. 16705 - 16709 Title/Abstract Full Text View citing articles Show Details
90%
With Oxonereg; in diethylene glycol dimethyl ether; dimethyl sulfoxide
T=120°C; 12 h; Reagent/catalystSolvent;
Wang, Hua; Yang, Hua; Li, Yiping; Duan, Xin-Hua
RSC Advances, 2014 , vol. 4, # 17 p. 8720 - 8722 Title/Abstract Full Text View citing articles Show Details
255
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Rx-ID: 37206975
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93%
With trifluoroacetic acid in isopropyl alcohol
T=70°C; 18 h;
Yan, Shaoxi; Ye, Leping; Liu, Miaochang; Chen, Jiuxi; Ding, Jinchang; Gao, Wenxia; Huang, Xiaobo; Wu, Huayue
RSC Advances, 2014 , vol. 4, # 32 p. 16705 - 16709 Title/Abstract Full Text View citing articles Show Details
87%
With Oxonereg; in diethylene glycol dimethyl ether; dimethyl sulfoxide
T=120°C; 12 h;
Wang, Hua; Yang, Hua; Li, Yiping; Duan, Xin-Hua
RSC Advances, 2014 , vol. 4, # 17 p. 8720 - 8722 Title/Abstract Full Text View citing articles Show Details
256
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Rx-ID: 37206978
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86%
With trifluoroacetic acid in isopropyl alcohol
T=70°C; 18 h;
Yan, Shaoxi; Ye, Leping; Liu, Miaochang; Chen, Jiuxi; Ding, Jinchang; Gao, Wenxia; Huang, Xiaobo; Wu, Huayue
RSC Advances, 2014 , vol. 4, # 32 p. 16705 - 16709 Title/Abstract Full Text View citing articles Show Details
76%
With Oxonereg; in diethylene glycol dimethyl ether; dimethyl sulfoxide
T=120°C; 12 h;
Wang, Hua; Yang, Hua; Li, Yiping; Duan, Xin-Hua
RSC Advances, 2014 , vol. 4, # 17 p. 8720 - 8722 Title/Abstract Full Text View citing articles Show Details
257
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Rx-ID: 37206979
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94%
With trifluoroacetic acid in isopropyl alcohol
T=70°C; 18 h; SolventReagent/catalystTemperature;
Yan, Shaoxi; Ye, Leping; Liu, Miaochang; Chen, Jiuxi; Ding, Jinchang; Gao, Wenxia; Huang, Xiaobo; Wu, Huayue
RSC Advances, 2014 , vol. 4, # 32 p. 16705 - 16709 Title/Abstract Full Text View citing articles Show Details
80%
With Oxonereg; in diethylene glycol dimethyl ether; dimethyl sulfoxide
T=120°C; 12 h;
Wang, Hua; Yang, Hua; Li, Yiping; Duan, Xin-Hua
RSC Advances, 2014 , vol. 4, # 17 p. 8720 - 8722 Title/Abstract Full Text View citing articles Show Details
258
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Rx-ID: 37453151
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Stage #1: α-ketophenylacetic acid With 1-hydroxy-pyrrolidine2,5-dione; dicyclohexyl-carbodiimide in dichloromethane; N,Ndimethyl-formamide
T=50°C; 0.5 h; Stage #2: N-tert-Butoxycarbonyl-L-Lysine With triethylamine in dichloromethane; N,N-dimethyl-formamide
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ALLOZYNE, INC; TEUTEN, Andrew; GRABSTEIN, Kenneth H.; VAN BRUNT, Michael; MARELLI, Marcello
Patent: WO2014/44873 A1, 2014 ; Location in patent: Page/Page column 17 ; Title/Abstract Full Text Show Details
Stage #3: With hydrogenchloride in 1,4-dioxane; acetonitrile
2 h; Hide Experimental Procedure
Preparation of Preparation of (S)-2-amino-6((2-oxo-2-phenylacetamide)hexanoic acid (Formula V.6)
In a 50mL round bottomed flask with magnetic stirrer was dissolved pyruvic acid (3.5g, 23.3mmol) in a 2:1 mixture of dichloromethane and DMF (20mL). To this mixture was added DCC (5.7g, 27.6mmol) and NHS (3.2g, 27.6mmol). The mixture was heated to 50C for 30min with stirring. The solution was allowed to cool and then added through a filter to a suspension of N-Boc-Lysine (5.2g, 21.2mmol) in DMF (20mL) in a separate lOOmL round bottomed flask with magnetic stirrer. Triethyl amine (8.8mL, 63.6mmol) was added after addition of the activated ester, and the mixture was stirred overnight. The mixture was partitioned between ethyl acetate and citric acid. The layers were separated and the aqueous layer was extracted 4 times with ethyl acetate. The organic layers were combined, dried over sodium sulfate and concentrated. The resulting residue was further purified by flash chromatography to afford the final N-Boc lysine derivative as an oil. In a lOOmL roundbottomed flask was placed the keto-N-Boc lysine derivative (4g, 10.6mmol) in acetonitrile (50mL). To this was added a solution of hydrochloric acid (15mL, 4N in dioxane). The solution was stirred for 2h and concentrated. Final purification by flash chromatography afforded the target amino acid. Analytical MS : m/z (ES+) expected 278.1 (M+H)+, found 279.2.
259
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Rx-ID: 38124592
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75%
Stage #1: α-ketophenylacetic acid With dichloromethoxy methane in dichloromethane
T=20°C; 1 h; Inert atmosphere; Stage #2: N-benzyl-2-ethynylaniline With 4-(N,Ndimethlyamino)pyridine; triethylamine in dichloromethane
T=0 - 20°C; 24 h; Inert atmosphere;
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Kondoh, Azusa; Aoki, Takuma; Terada, Masahiro
Organic Letters, 2014 , vol. 16, # 13 p. 3528 - 3531 Title/Abstract Full Text View citing articles Show Details
260
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Rx-ID: 38591773
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83%
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With palladium diacetate; silver carbonate in 1,2-dichlorobenzene
T=100°C; 24 h; Inert atmosphere;
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Wang, Yong; Kang, Qiang
Organic Letters, 2014 , vol. 16, # 16 p. 4190 - 4193 Title/Abstract Full Text View citing articles Show Details
261
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Rx-ID: 39631199
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95%
With dipotassium peroxodisulfate in water; acetonitrile
T=70°C; 24 h; Inert atmosphereSchlenk techniqueSealed tube;
Yan, Kelu; Yang, Daoshan; Wei, Wei; Zhao, Jing; Shuai, Yuanyuan; Tian, Laijin; Wang, Hua
Organic and Biomolecular Chemistry, 2015 , vol. 13, # 26 p. 7323 - 7330 Title/Abstract Full Text View citing articles Show Details
74%
With ammonium peroxydisulfate; copper(II) oxide in water; dimethyl sulfoxide
T=80°C; 12 h;
Rong, Guangwei; Mao, Jincheng; Liu, Defu; Yan, Hong; Zheng, Yang; Chen, Jie
RSC Advances, 2015 , vol. 5, # 34 p. 26461 - 26464 Title/Abstract Full Text View citing articles Show Details
262
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Rx-ID: 39631200
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99%
With dipotassium peroxodisulfate in water; acetonitrile
T=70°C; 24 h; Inert atmosphereSchlenk techniqueSealed tube;
Yan, Kelu; Yang, Daoshan; Wei, Wei; Zhao, Jing; Shuai, Yuanyuan; Tian, Laijin; Wang, Hua
Organic and Biomolecular Chemistry, 2015 , vol. 13, # 26 p. 7323 - 7330 Title/Abstract Full Text View citing articles Show Details
73%
With ammonium peroxydisulfate; copper(II) oxide in water; dimethyl sulfoxide
T=80°C; 12 h;
Rong, Guangwei; Mao, Jincheng; Liu, Defu; Yan, Hong; Zheng, Yang; Chen, Jie
RSC Advances, 2015 , vol. 5, # 34 p. 26461 - 26464 Title/Abstract Full Text View citing articles Show Details
263
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Rx-ID: 41079803
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75%
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With dipotassium hydrogenphosphate; C36H18F10IrN4(1+)*F6P(1-
) in dichloromethane; water
T=20°C; 9 h; Schlenk techniqueIrradiation;
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Wang, Guang-Zu; Shang, Rui; Cheng, Wan-Min; Fu, Yao
Organic Letters, 2015 , vol. 17, # 19 p. 4830 - 4833 Title/Abstract Full Text View citing articles Show Details
264
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Rx-ID: 41079810
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78%
With dipotassium hydrogenphosphate; C36H18F10IrN4(1+)*F6P(1-
) in dichloromethane; water
T=20°C; 9 h; Schlenk techniqueIrradiation;
265
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Wang, Guang-Zu; Shang, Rui; Cheng, Wan-Min; Fu, Yao
Organic Letters, 2015 , vol. 17, # 19 p. 4830 - 4833 Title/Abstract Full Text View citing articles Show Details
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Rx-ID: 41079817
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81%
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With dipotassium hydrogenphosphate; C36H18F10IrN4(1+)*F6P(1) in dichloromethane; water
T=20°C; 9 h; Schlenk techniqueIrradiation;
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Wang, Guang-Zu; Shang, Rui; Cheng, Wan-Min; Fu, Yao
Organic Letters, 2015 , vol. 17, # 19 p. 4830 - 4833 Title/Abstract Full Text View citing articles Show Details
266
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Rx-ID: 41276097
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85%
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With Ru(acetylacetonate)3; hydrogen; trifluoromethanesulfonimide; [2((diphenylphospino)methyl)-2-methyl-1,3propanediyl]bis[diphenylphosphine] in dibutyl ether
T=160°C; P=45004.5 Torr; 18 h; Autoclave;
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Sorribes, Ivn; Cabrero-Antonino, Jose R.; Vicent, Cristian; Junge, Kathrin; Beller, Matthias
Journal of the American Chemical Society, 2015 , vol. 137, # 42 p. 13580 - 13587 Title/Abstract Full Text View citing articles Show Details
267
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Rx-ID: 41644723
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75%
268
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With oxygen; palladium diacetate; eosin y in chlorobenzene
T=20°C; 15 h; Irradiation;
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Zhou, Chao; Li, Pinhua; Zhu, Xianjin; Wang, Lei
Organic Letters, 2015 , vol. 17, # 24 p. 6198 - 6201 Title/Abstract Full Text View citing articles Show Details
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Rx-ID: 41644724
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81%
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With oxygen; palladium diacetate; eosin y in chlorobenzene
T=20°C; 15 h; Irradiation;
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Zhou, Chao; Li, Pinhua; Zhu, Xianjin; Wang, Lei
Organic Letters, 2015 , vol. 17, # 24 p. 6198 - 6201 Title/Abstract Full Text View citing articles Show Details
269
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Rx-ID: 41644726
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82%
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With oxygen; palladium diacetate; eosin y in chlorobenzene
T=20°C; 15 h; Irradiation;
Synthesize Find similar
Zhou, Chao; Li, Pinhua; Zhu, Xianjin; Wang, Lei
Organic Letters, 2015 , vol. 17, # 24 p. 6198 - 6201 Title/Abstract Full Text View citing articles Show Details
270
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Rx-ID: 41644727
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76%
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With oxygen; palladium diacetate; eosin y in chlorobenzene
T=20°C; 15 h; Irradiation;
Synthesize Find similar
Zhou, Chao; Li, Pinhua; Zhu, Xianjin; Wang, Lei
Organic Letters, 2015 , vol. 17, # 24 p. 6198 - 6201 Title/Abstract Full Text View citing articles Show Details
271
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Rx-ID: 41644728
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75%
With oxygen; palladium diacetate; eosin y in chlorobenzene
T=20°C; 15 h; Irradiation;
Zhou, Chao; Li, Pinhua; Zhu, Xianjin; Wang, Lei
Organic Letters, 2015 , vol. 17, # 24 p. 6198 - 6201 Title/Abstract Full Text View citing articles Show Details
272
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Rx-ID: 41644729
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82%
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With oxygen; palladium diacetate; eosin y in chlorobenzene
T=20°C; 15 h; Irradiation;
Synthesize Find similar
Zhou, Chao; Li, Pinhua; Zhu, Xianjin; Wang, Lei
Organic Letters, 2015 , vol. 17, # 24 p. 6198 - 6201 Title/Abstract Full Text View citing articles Show Details
273
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Rx-ID: 41644730
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77%
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With oxygen; palladium diacetate; eosin y in chlorobenzene
T=20°C; 15 h; Irradiation;
Synthesize Find similar
Zhou, Chao; Li, Pinhua; Zhu, Xianjin; Wang, Lei
Organic Letters, 2015 , vol. 17, # 24 p. 6198 - 6201 Title/Abstract Full Text View citing articles Show Details
274
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Rx-ID: 41644734
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76%
With oxygen; palladium diacetate; eosin y in chlorobenzene
T=20°C; 15 h; Irradiation;
Zhou, Chao; Li, Pinhua; Zhu, Xianjin; Wang, Lei
Organic Letters, 2015 , vol. 17, # 24 p. 6198 - 6201 Title/Abstract Full Text View citing articles Show Details
275
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Rx-ID: 41644736
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82%
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With oxygen; palladium diacetate; eosin y in chlorobenzene
T=20°C; 15 h; Irradiation;
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Zhou, Chao; Li, Pinhua; Zhu, Xianjin; Wang, Lei
Organic Letters, 2015 , vol. 17, # 24 p. 6198 - 6201 Title/Abstract Full Text View citing articles Show Details
276
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Rx-ID: 41644737
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77%
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With oxygen; palladium diacetate; eosin y in chlorobenzene
T=20°C; 15 h; Irradiation;
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Zhou, Chao; Li, Pinhua; Zhu, Xianjin; Wang, Lei
Organic Letters, 2015 , vol. 17, # 24 p. 6198 - 6201 Title/Abstract Full Text View citing articles Show Details
277
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Rx-ID: 41644738
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76%
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With oxygen; palladium diacetate; eosin y in chlorobenzene
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Zhou, Chao; Li, Pinhua; Zhu, Xianjin; Wang, Lei
T=20°C; 15 h; Irradiation;
Organic Letters, 2015 , vol. 17, # 24 p. 6198 - 6201 Title/Abstract Full Text View citing articles Show Details
278
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Rx-ID: 41644739
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81%
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With oxygen; palladium diacetate; eosin y in chlorobenzene
T=20°C; 15 h; Irradiation;
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Zhou, Chao; Li, Pinhua; Zhu, Xianjin; Wang, Lei
Organic Letters, 2015 , vol. 17, # 24 p. 6198 - 6201 Title/Abstract Full Text View citing articles Show Details
279
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Rx-ID: 41722617
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With palladium(II) trifluoroacetate; silver carbonate in DME
T=150 - 165°C; regioselective reaction; Hide Experimental Procedure
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Pan, Shulei; Zhou, Bo; Zhang, Yanghui; Shao, Changdong; Shi, Guangfa
Synlett, 2016 , vol. 27, # 2 art. no. ST-2015-W0600-L, p. 277 - 281 Title/Abstract Full Text View citing articles Show Details
(20) Synthesis of para-Benzoylated Arenes
General procedure: A mixture of m-toluic acid (27.2 mg, 0.20 mmol), benzoylformicacid (90.1 mg, 0.60 mmol), Pd(TFA)2 (6.6 mg, 0.020 mmol), andAg2CO3 (165.5 mg, 0.60 mmol) in DME (2 mL) was heated at150–165 °C for 24–48 h. After cooling down to r.t., the reactionmixture was diluted by addition of EtOAc (10 mL) and then filteredthrough a pad of Celite. The filtrate was concentrated invacuo to afford 2-benzoylbenzoic acid derivatives. A mixture ofthe crude product, Cu2O (1.4 mg, 0.010 mmol), and 1,10-phenanthroline (3.6 mg, 0.020 mmol) in a solution of NMP (1.5mL) and quinoline (0.5 mL) was heated under an atmosphere ofN2 at 170 °C for 24 h. The reaction mixture was quenched byaddition of 0.2 M aq HCl (10 mL), diluted with EtOAc (10 mL),and then filtered through a pad of Celite. The filtrate waswashed with brine (10 mL), dried over Na2SO4, and concentratedin vacuo. The residue was purified by silica gel preparativeTLC to give phenyl(p-tolyl)methanone.
280
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Rx-ID: 41722624
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With palladium(II) trifluoroacetate; silver carbonate in DME
T=150 - 165°C; regioselective reaction; Hide Experimental Procedure
Pan, Shulei; Zhou, Bo; Zhang, Yanghui; Shao, Changdong; Shi, Guangfa
Synlett, 2016 , vol. 27, # 2 art. no. ST-2015-W0600-L, p. 277 - 281 Title/Abstract Full Text View citing articles Show Details
(20) Synthesis of para-Benzoylated Arenes
General procedure: A mixture of m-toluic acid (27.2 mg, 0.20 mmol), benzoylformicacid (90.1 mg, 0.60 mmol), Pd(TFA)2 (6.6 mg, 0.020 mmol), andAg2CO3 (165.5 mg, 0.60 mmol) in DME (2 mL) was heated at150–165 °C for 24–48 h. After cooling down to r.t., the reactionmixture was diluted by addition of EtOAc (10 mL) and then filteredthrough a pad of Celite. The filtrate was concentrated invacuo to afford 2-benzoylbenzoic acid derivatives. A mixture ofthe crude product, Cu2O (1.4 mg, 0.010 mmol), and 1,10-phenanthroline (3.6 mg, 0.020 mmol) in a solution of NMP (1.5mL) and quinoline (0.5 mL) was heated under an atmosphere ofN2 at 170 °C for 24 h. The reaction mixture was quenched byaddition of 0.2 M aq HCl (10 mL), diluted with EtOAc (10 mL),and then filtered through a pad of Celite. The filtrate waswashed with brine (10 mL), dried over Na2SO4, and concentratedin vacuo. The residue was purified by silica gel preparativeTLC to give phenyl(p-tolyl)methanone.
281
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Rx-ID: 41722632
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With palladium(II) trifluoroacetate; silver carbonate in DME
T=150 - 165°C; regioselective reaction; Hide Experimental Procedure
Synthesize Find similar
Pan, Shulei; Zhou, Bo; Zhang, Yanghui; Shao, Changdong; Shi, Guangfa
Synlett, 2016 , vol. 27, # 2 art. no. ST-2015-W0600-L, p. 277 - 281 Title/Abstract Full Text View citing articles Show Details
(20) Synthesis of para-Benzoylated Arenes
General procedure: A mixture of m-toluic acid (27.2 mg, 0.20 mmol), benzoylformicacid (90.1 mg, 0.60 mmol), Pd(TFA)2 (6.6 mg, 0.020 mmol), andAg2CO3 (165.5 mg, 0.60 mmol) in DME (2 mL) was heated at150–165 °C for 24–48 h. After cooling down to r.t., the reactionmixture was diluted by addition of EtOAc (10 mL) and then filteredthrough a pad of Celite. The filtrate was concentrated invacuo to afford 2-benzoylbenzoic acid derivatives. A mixture ofthe crude product, Cu2O (1.4 mg, 0.010 mmol), and 1,10-phenanthroline (3.6 mg, 0.020 mmol) in a solution of NMP (1.5mL) and quinoline (0.5 mL) was heated under an atmosphere ofN2 at 170 °C for 24 h. The reaction mixture was quenched byaddition of 0.2 M aq HCl (10 mL), diluted with EtOAc (10 mL),and then filtered through a pad of Celite. The filtrate waswashed with brine (10 mL), dried over Na2SO4, and concentratedin vacuo. The residue was purified by silica gel preparativeTLC to give phenyl(p-tolyl)methanone.
282
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Rx-ID: 41722638
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With palladium(II) trifluoroacetate; silver carbonate in DME
T=150 - 165°C; regioselective reaction; Hide Experimental Procedure
Synthesize Find similar
Pan, Shulei; Zhou, Bo; Zhang, Yanghui; Shao, Changdong; Shi, Guangfa
Synlett, 2016 , vol. 27, # 2 art. no. ST-2015-W0600-L, p. 277 - 281 Title/Abstract Full Text View citing articles Show Details
(20) Synthesis of para-Benzoylated Arenes
General procedure: A mixture of m-toluic acid (27.2 mg, 0.20 mmol), benzoylformicacid (90.1 mg, 0.60 mmol), Pd(TFA)2 (6.6 mg, 0.020 mmol), andAg2CO3 (165.5 mg, 0.60 mmol) in DME (2 mL) was heated at150–165 °C for 24–48 h. After cooling down to r.t., the reactionmixture was diluted by addition of EtOAc (10 mL) and then filteredthrough a pad of Celite. The filtrate was concentrated invacuo to afford 2-benzoylbenzoic acid derivatives. A mixture ofthe crude product, Cu2O (1.4 mg, 0.010 mmol), and 1,10-phenanthroline (3.6 mg, 0.020 mmol) in a solution of NMP (1.5mL) and quinoline (0.5 mL) was heated under an atmosphere ofN2 at 170 °C for 24 h. The reaction mixture was quenched byaddition of 0.2 M aq HCl (10 mL), diluted with EtOAc (10 mL),and then filtered through a pad of Celite. The filtrate waswashed with brine (10 mL), dried over Na2SO4, and concentratedin vacuo. The residue was purified by silica gel preparativeTLC to give phenyl(p-tolyl)methanone.
283
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Rx-ID: 41722662
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With palladium(II) trifluoroacetate; silver carbonate in DME
T=150 - 165°C; regioselective reaction; Hide Experimental Procedure
Synthesize Find similar
Pan, Shulei; Zhou, Bo; Zhang, Yanghui; Shao, Changdong; Shi, Guangfa
Synlett, 2016 , vol. 27, # 2 art. no. ST-2015-W0600-L, p. 277 - 281 Title/Abstract Full Text View citing articles Show Details
(20) Synthesis of para-Benzoylated Arenes
General procedure: A mixture of m-toluic acid (27.2 mg, 0.20 mmol), benzoylformicacid (90.1 mg, 0.60 mmol), Pd(TFA)2 (6.6 mg, 0.020 mmol), andAg2CO3 (165.5 mg, 0.60 mmol) in DME (2 mL) was heated at150–165 °C for 24–48 h. After cooling down to r.t., the reactionmixture was diluted by addition of EtOAc (10 mL) and then filteredthrough a pad of Celite. The filtrate was concentrated invacuo to afford 2-benzoylbenzoic acid derivatives. A mixture ofthe crude product, Cu2O (1.4 mg, 0.010 mmol), and 1,10-phenanthroline (3.6 mg, 0.020 mmol) in a solution of NMP (1.5mL) and quinoline (0.5 mL) was heated under an atmosphere ofN2 at 170 °C for 24 h. The reaction mixture was quenched byaddition of 0.2 M aq HCl (10 mL), diluted with EtOAc (10 mL),and then filtered through a pad of Celite. The filtrate waswashed with brine (10 mL), dried over Na2SO4, and concentratedin vacuo. The residue was purified by silica gel preparativeTLC to give phenyl(p-tolyl)methanone.
284
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Rx-ID: 43055697
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58%
With water; oxygen in 1,4-dioxane
T=20°C; 48 h; Schlenk techniqueIrradiation;
Xu, Wen-Tao; Huang, Bei; Dai, Jian-Jun; Xu, Jun; Xu, Hua-Jian
Organic Letters, 2016 , vol. 18, # 13 p. 3114 - 3117 Title/Abstract Full Text View citing articles Show Details
40%
With silver trifluoromethanesulfonate in water; acetonitrile
T=60°C; 24 h; Schlenk technique;
Xu, Xiao-Lan; Xu, Wen-Tao; Wu, Ji-Wei; He, Jian-Bo; Xu, Hua-Jian
Organic and Biomolecular Chemistry, 2016 , vol. 14, # 42 p. 9970 - 9973 Title/Abstract Full Text Show Details
285
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Synthesize
Synthesize
Find similar Rx-ID: 43529796
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76%
With potassium pyrosulfate; palladium dichloride in 1,2dichloro-ethane
T=80°C; 24 h; regioselective reaction;
Find similar
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Chen, Xiaopei; Cui, Xiuling; Wu, Yangjie
Organic Letters, 2016 , vol. 18, # 15 p. 3722 - 3725 Title/Abstract Full Text View citing articles Show Details
286
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Rx-ID: 43529806
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76%
With potassium pyrosulfate; palladium dichloride in 1,2dichloro-ethane
T=140°C; 24 h; regioselective reaction;
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Chen, Xiaopei; Cui, Xiuling; Wu, Yangjie
Organic Letters, 2016 , vol. 18, # 15 p. 3722 - 3725 Title/Abstract Full Text View citing articles Show Details
287
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Rx-ID: 728394
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Kharasch; Brown
Journal of the American Chemical Society, 1942 , vol. 64, p. 329,332 Full Text Show Details
6 h; Heating;
Boulmedais, Ali; Jubault, Michel; Tallec, Andre
Bulletin de la Societe Chimique de France, 1988 , # 4 p. 610 - 617 Title/Abstract Full Text Show Details
With N-methyl-acetamide in dichloromethane
Vertex Pharmaceuticals, Inc.
Patent: US5192773 A1, 1993 ;
Hide Experimental Procedure
Title/Abstract Full Text Show Details
1:(S)-N-(Phenylglyoxyl)pipecolic Acid (16)
To this mixture was added 17.72 mmol of benzoylformyl chloride, which was freshly prepared in a separate reaction flasko at ambient temperature from 2.66 g (17.72 mmol) of benzoylformic acid and 2.3 mL (26.37 mmol) of oxalyl chloride in 18.0 mL of methylene chloride containing a catalytic amount of dimethylformamide.
288
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Rx-ID: 728396
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94%
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With dmap; dicyclohexyl-carbodiimide in dichloromethane
T=20°C; Inert atmosphereCooling with ice;
With sulfuric acid; toluene
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Li, Shengkun; Xiao, Taifeng; Li, Dangdang; Zhang, Xumu
Organic Letters, 2015 , vol. 17, # 15 p. 3782 - 3785 Title/Abstract Full Text View citing articles Show Details
Simon
Annales de Chimie (Cachan, France), 1896 , vol. <7> 9, p. 490 Full Text Show Details
Glazer; Turner
Journal of the Chemical Society, 1949 , p. Spl. 169, 173, 175, 176 Full Text Show Details
Hide Details
With hydrochlorid acid
With Hydrogen ion
289
Simon
Annales de Chimie (Cachan, France), 1896 , vol. <7> 9, p. 490 Full Text Show Details
Claisen
Chemische Berichte, 1879 , vol. 12, p. 633 Chemische Berichte, 1877 , vol. 10, p. 1663 Full Text Show Details
Dao, Duc Hai; Okamura, Mutsuo; Akasaka, Takeshi; Kawai, Yasushi; Hida, Kouichi; Ohno, Atsuyoshi
Tetrahedron Asymmetry, 1998 , vol. 9, # 15 p. 2725 - 2737 Title/Abstract Full Text View citing articles Show Details
With thionyl chloride
T=-10 - 20°C; Esterification; 0.5 h;
Kayser, Margaret M.; Mihovilovic, Marko D.; Kearns, Jeff; Feicht, Anton; Stewart, Jon D.
Journal of Organic Chemistry, 1999 , vol. 64, # 18 p. 6603 - 6608 Title/Abstract Full Text View citing articles Show Details
With dmap; dicyclohexyl-carbodiimide in dichloromethane
T=0 - 20°C; 16.0833 h; Inert atmosphere;
Nicolle, Simon M.; Hayes, Christopher J.; Moody, Christopher J.
Chemistry - A European Journal, 2015 , vol. 21, # 12 p. 4576 - 4579 Title/Abstract Full Text View citing articles Show Details
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Rx-ID: 1460215
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100%
With sulfur in benzene
T=80°C; 0.166667 h;
Aly, Moustafa F.; Grigg, Ronald
Tetrahedron, 1988 , vol. 44, # 23 p. 7271 - 7282 Title/Abstract Full Text View citing articles Show Details
100%
With sulfur in benzene
0.166667 h; Heating;
Aly, Moustafa F.; Grigg, Ronald
Journal of the Chemical Society, Chemical Communications, 1985 , # 21 p. 1523 - 1524 Title/Abstract Full Text View citing articles Show Details
290
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Rx-ID: 1485763
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100%
With sulfur in benzene
T=80°C; 0.75 h;
Aly, Moustafa F.; Grigg, Ronald
Tetrahedron, 1988 , vol. 44, # 23 p. 7271 - 7282 Title/Abstract Full Text View citing articles Show Details
With sulfur in benzene
T=80°C; 1 h;
Aly, Moustafa F.; Grigg, Ronald
Journal of the Chemical Society, Chemical Communications, 1985 , # 21 p. 1523 - 1524 Title/Abstract Full Text View citing articles Show Details
291
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Rx-ID: 1561468
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100%
With NH4S2O8; sulfuric acid; silver nitrate in dichloromethane; water
T=40°C; 2.5 h;
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Fontana, Francesca; Minisci, Francesco; Barbosa, Maria Claudia Nogueira; Vismara, Elena
Journal of Organic Chemistry, 1991 , vol. 56, # 8 p. 2866 - 2869 Title/Abstract Full Text View citing articles Show Details
292
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Rx-ID: 1572575
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100%
With NH4S2O8; sulfuric acid; silver nitrate in dichloromethane; water
T=40°C; 2.5 h;
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Fontana, Francesca; Minisci, Francesco; Barbosa, Maria Claudia Nogueira; Vismara, Elena
Journal of Organic Chemistry, 1991 , vol. 56, # 8 p. 2866 - 2869 Title/Abstract Full Text View citing articles Show Details
293
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Rx-ID: 1654645
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100%
With sulfur in benzene
T=80°C; 0.25 h;
Aly, Moustafa F.; Grigg, Ronald
Tetrahedron, 1988 , vol. 44, # 23 p. 7271 - 7282 Title/Abstract Full Text View citing articles Show Details
With sulfur in benzene
T=80°C; 0.25 h;
Aly, Moustafa F.; Grigg, Ronald
Journal of the Chemical Society, Chemical Communications, 1985 , # 21 p. 1523 - 1524 Title/Abstract Full Text View citing articles Show Details
294
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Rx-ID: 4633126
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90%
With 4-(N,N-dimethlyamino)pyridine; dicyclohexylcarbodiimide in dichloromethane
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Hu, Shengkui; Neckers, Douglas C.
Tetrahedron, 1997 , vol. 53, # 8 p. 2751 - 2766
T=0 - 20°C;
Title/Abstract Full Text Show Details
With 4-(N,N-dimethlyamino)pyridine; dicyclohexylcarbodiimide in dichloromethane
T=0°C; Yield given;
Hu, Shengkui; Neckers, Douglas C.
Tetrahedron, 1997 , vol. 53, # 21 p. 7165 - 7180 Title/Abstract Full Text View citing articles Show Details
295
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Rx-ID: 4633132
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92%
With 4-(N,N-dimethlyamino)pyridine; dicyclohexylcarbodiimide in benzene
1.) ice bath, 10 min, 2.) room tenperature, 8 h.;
Hu, Shengkui; Neckers, Douglas C.
Journal of Organic Chemistry, 1996 , vol. 61, # 18 p. 6407 - 6415 Title/Abstract Full Text View citing articles Show Details
With 4-(N,N-dimethlyamino)pyridine; dicyclohexylcarbodiimide in benzene
T=20°C; 12 h; Inert atmosphere;
Martin, Nolwenn J. A.; Cheng, Xu; List, Benjamin
Journal of the American Chemical Society, 2008 , vol. 130, # 42 p. 13862 - 13863 Title/Abstract Full Text View citing articles Show Details
With pyridine in dichloromethane
T=0°C; 1 h;
Weng, Jian-Quan; Deng, Qiao-Man; Wu, Liang; Xu, Kai; Wu, Hao; Liu, Ren-Rong; Gao, Jian-Rong; Jia, Yi-Xia
Organic Letters, 2014 , vol. 16, # 3 p. 776 - 779 Title/Abstract Full Text View citing articles Show Details
296
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Rx-ID: 9021775
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86%
With indium in tetrahydrofuran; water
T=30°C;
Kumar, Subodh; Kaur, Pervinder; Chimni, Swapandeep Singh
Synlett, 2002 , # 4 p. 573 - 574 Title/Abstract Full Text View citing articles Show Details
86%
With indium in tetrahydrofuran; water
T=0°C;
Kaur, Pervinder; Singh, Palwinder; Kumar, Subodh
Tetrahedron, 2005 , vol. 61, # 34 p. 8231 - 8240 Title/Abstract Full Text View citing articles Show Details
297
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Rx-ID: 28501254
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91%
With iodine in water
T=20°C; 10 h;
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Cho, Chia-Ching; Liu, Jia-Nan; Chien, Chung-Hsun; Shie, Jiun-Jie; Chen, Ying-Chu; Fang, Jim-Min
Journal of Organic Chemistry, 2009 , vol. 74, # 4 p. 1549 - 1556 Title/Abstract Full Text View citing articles Show Details