6-甲氧基-1-(苯基磺酰基)-1H-吲哚合成路线 (共 16 条)
反应条件
1: 1.) AlCl3 / 1.) CH2Cl2, 25 deg C, 15 min, 2.) CH2Cl2, 25 deg C, 2 h 2: 79 percent / K2CO3 / methanol; H2O / 2 h / Heating View Scheme
参考文献
Ketcha, Daniel M.; Gribble, Gordon W.
Journal of Organic Chemistry, 1985 , vol. 50, # 26 p. 5451 - 5457
反应条件
1: 6-methoxy-1H-indole With sodium hydride in tetrahydrofuran; mineral oil
T=0°C; 0.333333 h; Inert atmosphere;
2: benzenesulfonyl chloride in tetrahydrofuran; mineral oil
T=0 - 20°C; Inert atmosphere;
参考文献
Chen, Jianjun; Li, Chien-Ming; Wang, Jin; Ahn, Sunjoo; Wang, Zhao; Lu, Yan; Dalton, James T.; Miller, Duane D.; Li, Wei
Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 16 p. 4782 - 4795
反应条件
boron trifluoride diethyl etherate in dichloromethane
0.25 h;
参考文献
Kassis, Pamela; Brzeszcz, Joanna; Beneteau, Valerie; Lozach, Olivier; Meijer, Laurent; Le Guevel, Remi; Guillouzo, Christiane; Lewinski, Krzysztof; Bourg, Stephane; Colliandre, Lionel; Routier, Sylvain; Merour, Jean-Yves
European Journal of Medicinal Chemistry, 2011 , vol. 46, # 11 p. 5416 - 5434
反应条件
benzenesulfonyl chloride in tetrahydrofuran; hexane
参考文献
Merck and Co., Inc.
Patent: US4840963 A1, 1989 ;
反应条件
toluene-4-sulfonic acid in methanol
1.5 h; Heating;
参考文献
Fuji; Muratake; Natsume
Chemical and Pharmaceutical Bulletin, 1992 , vol. 40, # 9 p. 2344 - 2352
反应条件
1: 82 percent / NaHCO3 / dimethylformamide / 110 °C
2: 97 percent / BF3*OEt2 / CH2Cl2 / 0.25 h
View Scheme
参考文献
Dupeyre, Gregory; Chabot, Guy G.; Thoret, Sylviane; Cachet, Xavier; Seguin, Johanne; Guenard, Daniel; Tillequin, Francois; Scherman, Daniel; Koch, Michel; Michel, Sylvie
Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 13 p. 4410 - 4426
反应条件
1: 100 percent / pyridine / CH2Cl2 / 1.) 0 deg C, 1 h, 2.) 25 deg C, overnight
2: 81 percent / BF3*Et2O / CH2Cl2 / 1.5 h / 0 °C
View Scheme
参考文献
Ketcha, Daniel M.; Gribble, Gordon W.
Journal of Organic Chemistry, 1985 , vol. 50, # 26 p. 5451 - 5457
反应条件
1: 100 percent / pyridine / CH2Cl2 / 1.) 0 deg C, 1 h, 2.) 25 deg C, overnight
2: 81 percent / BF3*Et2O / CH2Cl2 / 1.5 h / 0 °C
View Scheme
参考文献
Ketcha, Daniel M.; Gribble, Gordon W.
Journal of Organic Chemistry, 1985 , vol. 50, # 26 p. 5451 - 5457
反应条件
1: 86 percent / NH4OAc / acetonitrile / 14 h / Heating
2: NaBH4 / ethanol / 1 h / Ambient temperature
3: 1.) NaOMe, 2.) TiCl3, aq. NH4OAc / 1.) EtOH, RT, 5 min, 2.) EtOH, RT, 3 h
4: 51 percent / 6percent H2SO4 / 1 h / Heating
View Scheme
参考文献
Fuji; Muratake; Natsume
Chemical and Pharmaceutical Bulletin, 1992 , vol. 40, # 9 p. 2344 - 2352
反应条件
1: NaBH4 / ethanol / 1 h / Ambient temperature
2: 1.) NaOMe, 2.) TiCl3, aq. NH4OAc / 1.) EtOH, RT, 5 min, 2.) EtOH, RT, 3 h
3: 51 percent / 6percent H2SO4 / 1 h / Heating
View Scheme
参考文献
Fuji; Muratake; Natsume
Chemical and Pharmaceutical Bulletin, 1992 , vol. 40, # 9 p. 2344 - 2352