6-羟基-5-氧代-1,2,3,5-四氢吲哚嗪-8-羧酸甲酯合成路线 （共 11 条）
反应条件
dirhodium tetraacetate in benzene 2 h; Heating / reflux;
参考文献
AMGEN INC.
Patent: WO2007/62007 A1, 2007 ;
Location in patent: Page/Page column 117 ;
WO 2007/062007 A1
反应条件
dirhodium tetraacetate
参考文献
Padwa, Albert; Sheehan, Scott M.; Straub, Christopher S.
Journal of Organic Chemistry, 1999 , vol. 64, # 23 p. 8648 - 8659
反应条件
1: 85 percent / Et3N; p-acetamidophenylsulfonyl azide / acetonitrile / 0 - 20 °C 2: 86 percent / Rh(OAc)2 / benzene / 14 h / Heating View Scheme
参考文献
Sheehan, Scott M.; Padwa, Albert
Journal of Organic Chemistry, 1997 , vol. 62, # 3 p. 438 - 439
反应条件
hydrogen bromide in water T=135°C; Decomposition; 12 h;
参考文献
Padwa, Albert; Sheehan, Scott M.; Straub, Christopher S.
Journal of Organic Chemistry, 1999 , vol. 64, # 23 p. 8648 - 8659
反应条件
1: 98 percent / Et3N / CH2Cl2 / 6 h / 20 °C 2: 85 percent / aq. HCO2H; Pd(OAc)2(PPh3)2; Et3N / dimethylformamide / 1 h / 60 °C 3: 96 percent / aq. HBr / 12 h / 135 °C View Scheme
参考文献
Padwa, Albert; Sheehan, Scott M.; Straub, Christopher S.
Journal of Organic Chemistry, 1999 , vol. 64, # 23 p. 8648 - 8659
反应条件
1: 96 percent / K2CO3 / acetone / 18 h / Heating
2: 70 percent / dimethylformamide / 1 h / Heating
View Scheme
参考文献
Mmutlane, Edwin M.; Harris, Joel M.; Padwa, Albert
Journal of Organic Chemistry, 2005 , vol. 70, # 20 p. 8055 - 8063
反应条件
1: 95 percent / K2CO3 / acetone / 18 h / Heating
2: 80 percent / dimethylformamide / 1 h / Heating
View Scheme
参考文献
Mmutlane, Edwin M.; Harris, Joel M.; Padwa, Albert
Journal of Organic Chemistry, 2005 , vol. 70, # 20 p. 8055 - 8063
反应条件
1: 98 percent / Et3N / CH2Cl2 / 6 h / 20 °C
2: 85 percent / aq. HCO2H; Pd(OAc)2(PPh3)2; Et3N / dimethylformamide / 1 h / 60 °C
View Scheme
参考文献
Padwa, Albert; Sheehan, Scott M.; Straub, Christopher S.
Journal of Organic Chemistry, 1999 , vol. 64, # 23 p. 8648 - 8659
反应条件
1: hydrobromic acid / Heating
2: Et3N
View Scheme
参考文献
Mmutlane, Edwin M.; Harris, Joel M.; Padwa, Albert
Journal of Organic Chemistry, 2005 , vol. 70, # 20 p. 8055 - 8063
反应条件
1: hydrobromic acid / Heating
2: Et3N
3: 80 percent / 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene; cesium carbonate / tris(dibenzylideneacetone)palladium(0) / dioxane / 100 °C
View Scheme
参考文献
Mmutlane, Edwin M.; Harris, Joel M.; Padwa, Albert
Journal of Organic Chemistry, 2005 , vol. 70, # 20 p. 8055 - 8063
