3-溴-(1-苯磺酰)吲哚合成路线 （共 25 条）
反应条件
potassium phosphate; bis(η3-allyl-μ-chloropalladium(II)); C26H39P in water; acetonitrile T=70°C; Suzuki-Miyaura Coupling; 12 h; Inert atmosphere; regioselective reaction;
参考文献
Yang, Yang; Buchwald, Stephen L.
Journal of the American Chemical Society, 2013 , vol. 135, # 29 p. 10642 - 10645
反应条件
CPhos; C41H54N3O3PPdS in tetrahydrofuran T=20°C; Negishi Coupling; 2 h; Inert atmosphere;
参考文献
Yang, Yang; Mustard, Thomas J. L.; Cheong, Paul Ha-Yeon; Buchwald, Stephen L.
Angewandte Chemie - International Edition, 2013 , vol. 52, # 52 p. 14098 - 14102
Angew. Chem., 2013 , vol. 125, # 52 p. 14348 - 14352,5
反应条件
tert.-butyl lithium; copper (I) cyanide 1.) pentane, THF-Et2O 3:1 a) -95 deg C, 6 min b) -90 deg C, 3 min, 2.) a) -95 deg C, 0.5 h, b) -78 deg C, 1 h, c) RT, 14 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Wenkert, Ernest; Angell, E. Charles; Ferreira, Vitor F.; Michelotti, Enrique L.; Piettre, Serge R.; et al.
Journal of Organic Chemistry, 1986 , vol. 51, # 12 p. 2343 - 2351
反应条件
tert.-butyl lithium; copper (I) cyanide 1.) pentane, THF-Et2O 3:1, a) -95 deg C, 6 min, b) 3 min, 2.) a) -95 deg C, 0.5 h, b) -78 deg C, 1 h, c) RT, 14 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Wenkert, Ernest; Angell, E. Charles; Ferreira, Vitor F.; Michelotti, Enrique L.; Piettre, Serge R.; et al.
Journal of Organic Chemistry, 1986 , vol. 51, # 12 p. 2343 - 2351
反应条件
sodium carbonate; tetrakis(triphenylphosphine) palladium(0) in ethanol; water; toluene Suzuki Coupling; 6 h; Reflux;
参考文献
BOEHRINGER INGELHEIM INTERNATIONAL GMBH
Patent: US2010/317863 A1, 2010 ;
Location in patent: Page/Page column 43 ;
US 20100317863 A1
反应条件
1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / ethanol; benzene / 16 h / Inert atmosphere; Reflux 2: methanol; ammonium chloride; magnesium / tetrahydrofuran / 2 h / 20 °C View Scheme
参考文献
Mesangeau, Christophe; Amata, Emanuele; Alsharif, Walid; Seminerio, Michael J.; Robson, Matthew J.; Matsumoto, Rae R.; Poupaert, Jacques H.; McCurdy, Christopher R.
European Journal of Medicinal Chemistry, 2011 , vol. 46, # 10 p. 5154 - 5161
反应条件
1: With tri-isopropoxy-borane; tert.-butyl lithium in tetrahydrofuran 2: Acid hydrolysis; Further stages.;
参考文献
Journal of Medicinal Chemistry, , vol. 50, # 15 p. 3412 - 3415
反应条件
2: 95 percent / NaOH / methanol / 2 h / Heating View Scheme
参考文献
Claridge, Timothy D.W.; Long, James M.; Brown, John M.; Hibbs, David; Hursthouse, Michael B.
Tetrahedron, 1997 , vol. 53, # 11 p. 4035 - 4050
反应条件
1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / ethanol; benzene / 16 h / Inert atmosphere; Reflux 2: methanol; ammonium chloride; magnesium / tetrahydrofuran / 2 h / 20 °C View Scheme
参考文献
Mesangeau, Christophe; Amata, Emanuele; Alsharif, Walid; Seminerio, Michael J.; Robson, Matthew J.; Matsumoto, Rae R.; Poupaert, Jacques H.; McCurdy, Christopher R.
European Journal of Medicinal Chemistry, 2011 , vol. 46, # 10 p. 5154 - 5161
反应条件
1: 1.) a) tert-butyllithium, b) cuprous cyanide / 1.) pentane, THF-Et2O 3:1 a) -95 deg C, 6 min b) -90 deg C, 3 min, 2.) a) -95 deg C, 0.5 h, b) -78 deg C, 1 h, c) RT, 14 h
2: 95 percent / sodium amalgam, disodium hydrogenphosphate / methanol / 1 h / Ambient temperature
View Scheme
参考文献
Wenkert, Ernest; Angell, E. Charles; Ferreira, Vitor F.; Michelotti, Enrique L.; Piettre, Serge R.; et al.
Journal of Organic Chemistry, 1986 , vol. 51, # 12 p. 2343 - 2351
