2-甲基-9H-1,2,3,4-四氢吡啶并(3,4-b)吲哚合成路线 （共 15 条）
反应条件
sodium cyanoborohydride in methanol; water
2 h;
参考文献
THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS; KOZIKOWSKI, Alan; BUTLER, Kyle, B.; KALIN, Jay, Hans
Patent: WO2011/11186 A2, 2011 ;
Location in patent: Page/Page column 49-50 ;
WO 2011/011186 A2
反应条件
lithium aluminium tetrahydride in tetrahydrofuran
T=0 - 20°C;
参考文献
Li, Chaomin; Chan, Collin; Heimann, Annekatrin C.; Danishefsky, Samuel J.
Angewandte Chemie - International Edition, 2007 , vol. 46, # 9 p. 1444 - 1447
反应条件
1: With copper(I) bromide in 1,4-dioxane
T=50°C; 0.5 h;
2: With potassium tert-butylate in 1,4-dioxane; hexane
T=0 - 20°C; 0.583333 h;
参考文献
Ohta, Yusuke; Oishi, Shinya; Fujii, Nobutaka; Ohno, Hiroaki
Organic Letters, 2009 , vol. 11, # 9 p. 1979 - 1982
反应条件
sodium tetrahydroborate in methanol; water
T=20 - 100°C; Inert atmosphere;
参考文献
Pumphrey, Ashley L.; Dong, Huijun; Driver, Tom G.
Angewandte Chemie - International Edition, 2012 , vol. 51, # 24 p. 5920 - 5923
反应条件
1: dichloromethane / 20 °C / Inert atmosphere
2: Rh2(esp)2 / toluene / 15 h / 70 °C / Inert atmosphere; Molecular sieve
3: sodium tetrahydroborate / methanol; water / 20 - 100 °C / Inert atmosphere
View Scheme
参考文献
Dong, Huijun; Latka, Regina T.; Driver, Tom G.
Organic Letters, 2011 , vol. 13, # 10 p. 2726 - 2729
反应条件
1: Rh2(esp)2 / toluene / 15 h / 70 °C / Inert atmosphere; Molecular sieve
2: sodium tetrahydroborate / methanol; water / 20 - 100 °C / Inert atmosphere
View Scheme
参考文献
Dong, Huijun; Latka, Regina T.; Driver, Tom G.
Organic Letters, 2011 , vol. 13, # 10 p. 2726 - 2729
反应条件
1.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / 1,4-dioxane; water / 2.5 h / 80 °C / Inert atmosphere
2.1: acetic acid; sodium nitrite / water / 1.5 h / 0 °C / Inert atmosphere
2.2: 0 - 20 °C / Inert atmosphere
3.1: dichloromethane / 20 °C / Inert atmosphere
4.1: Rh2(esp)2 / toluene / 15 h / 70 °C / Inert atmosphere; Molecular sieve
5.1: sodium tetrahydroborate / methanol; water / 20 - 100 °C / Inert atmosphere
View Scheme
参考文献
Dong, Huijun; Latka, Regina T.; Driver, Tom G.
Organic Letters, 2011 , vol. 13, # 10 p. 2726 - 2729
反应条件
1.1: acetic acid; sodium nitrite / water / 1.5 h / 0 °C / Inert atmosphere
1.2: 0 - 20 °C / Inert atmosphere
2.1: dichloromethane / 20 °C / Inert atmosphere
3.1: Rh2(esp)2 / toluene / 15 h / 70 °C / Inert atmosphere; Molecular sieve
4.1: sodium tetrahydroborate / methanol; water / 20 - 100 °C / Inert atmosphere
View Scheme
参考文献
Dong, Huijun; Latka, Regina T.; Driver, Tom G.
Organic Letters, 2011 , vol. 13, # 10 p. 2726 - 2729
反应条件
1.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / 1,4-dioxane; water / 2.5 h / 80 °C / Inert atmosphere
2.1: acetic acid; sodium nitrite / water / 1.5 h / 0 °C / Inert atmosphere
2.2: 0 - 20 °C / Inert atmosphere
3.1: dichloromethane / 20 °C / Inert atmosphere
4.1: Rh2(esp)2 / toluene / 15 h / 70 °C / Inert atmosphere; Molecular sieve
5.1: sodium tetrahydroborate / methanol; water / 20 - 100 °C / Inert atmosphere
View Scheme
参考文献
Dong, Huijun; Latka, Regina T.; Driver, Tom G.
Organic Letters, 2011 , vol. 13, # 10 p. 2726 - 2729
反应条件
formaldehyd
anschliessendes Hydrieren an Raney-Nickel;
参考文献
Boekelheide; Ainsworth
Journal of the American Chemical Society, 1950 , vol. 72, p. 2134,2137
