10H-吲哚并[3,2-b]喹啉合成路线 (共 69 条)
反应条件
1: 16 percent / aq. NaOH / ethanol / 1 h / Heating
2: 77 percent / NEt3 / ethanol / Ambient temperature
3: 79 percent / sat. NaHCO3 / methanol / 0.08 h / Heating
4: 89 percent / PCl3 / CHCl3 / 1 h / Heating
View Scheme
参考文献
Goerlitzer; Ventzke-Neu
Pharmazie, 1997 , vol. 52, # 12 p. 919 - 926
反应条件
1: 77 percent / NEt3 / ethanol / Ambient temperature
2: 79 percent / sat. NaHCO3 / methanol / 0.08 h / Heating
3: 89 percent / PCl3 / CHCl3 / 1 h / Heating
View Scheme
参考文献
Goerlitzer; Ventzke-Neu
Pharmazie, 1997 , vol. 52, # 12 p. 919 - 926
反应条件
1: 79 percent / sat. NaHCO3 / methanol / 0.08 h / Heating
2: 89 percent / PCl3 / CHCl3 / 1 h / Heating
View Scheme
参考文献
Goerlitzer; Ventzke-Neu
Pharmazie, 1997 , vol. 52, # 12 p. 919 - 926
反应条件
1: 1,4-dioxane; N,N-dimethyl-formamide / 0 - 20 °C
2: N,N-dimethyl-formamide / 18 h
3: polyphosphoric acid / 2 h / 130 °C
4: trichlorophosphate / 2 h / 130 °C
5: palladium 10 on activated carbon; hydrogen; sodium acetate; acetic acid / 2 h / 3102.97 Torr
View Scheme
参考文献
Lavrado, Joao; Cabal, Ghislain G.; Prudencio, Miguel; Mota, Maria M.; Gut, Jiri; Rosenthal, Philip J.; Diaz, Cecilia; Guedes, Rita C.; Dos Santos, Daniel J. V. A.; Bichenkovss, Elena; Douglas, Kenneth T.; Moreira, Rui; Paulo, Alexandra
Journal of Medicinal Chemistry, 2011 , vol. 54, # 3 p. 734 - 750
反应条件
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.17 h / 0 °C / Inert atmosphere
1.2: 0.5 h / Inert atmosphere
2.1: tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene / toluene / 0.08 h / 20 °C / Inert atmosphere
2.2: 16 h / 110 °C / Inert atmosphere
3.1: potassium tert-butylate / dimethyl sulfoxide / 0.17 h / 20 °C / Inert atmosphere
View Scheme
参考文献
Letessier, Julien; Detert, Heiner
Synthesis, 2012 , vol. 2012, # 2 p. 290 - 296
反应条件
1.1: tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene / toluene / 0.08 h / 20 °C / Inert atmosphere
1.2: 16 h / 110 °C / Inert atmosphere
2.1: potassium tert-butylate / dimethyl sulfoxide / 0.17 h / 20 °C / Inert atmosphere
View Scheme
参考文献
Letessier, Julien; Detert, Heiner
Synthesis, 2012 , vol. 2012, # 2 p. 290 - 296
反应条件
1.1: palladium 10 on activated carbon; sodium carbonate; triphenylphosphine / ethylene glycol dimethyl ether / 16 h / 80 °C / Inert atmosphere
2.1: palladium 10 on activated carbon; hydrogen / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere
3.1: toluene-4-sulfonic acid / acetonitrile / 10 - 15 °C / Inert atmosphere
3.2: 1.17 h / 20 °C / Inert atmosphere
4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.17 h / 0 °C / Inert atmosphere
4.2: 0.5 h / Inert atmosphere
5.1: tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene / toluene / 0.08 h / 20 °C / Inert atmosphere
5.2: 16 h / 110 °C / Inert atmosphere
6.1: potassium tert-butylate / dimethyl sulfoxide / 0.17 h / 20 °C / Inert atmosphere
View Scheme
参考文献
Letessier, Julien; Detert, Heiner
Synthesis, 2012 , vol. 2012, # 2 p. 290 - 296
反应条件
1.1: palladium 10 on activated carbon; hydrogen / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere
2.1: toluene-4-sulfonic acid / acetonitrile / 10 - 15 °C / Inert atmosphere
2.2: 1.17 h / 20 °C / Inert atmosphere
3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.17 h / 0 °C / Inert atmosphere
3.2: 0.5 h / Inert atmosphere
4.1: tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene / toluene / 0.08 h / 20 °C / Inert atmosphere
4.2: 16 h / 110 °C / Inert atmosphere
5.1: potassium tert-butylate / dimethyl sulfoxide / 0.17 h / 20 °C / Inert atmosphere
View Scheme
参考文献
Letessier, Julien; Detert, Heiner
Synthesis, 2012 , vol. 2012, # 2 p. 290 - 296
反应条件
1.1: palladium 10 on activated carbon; sodium carbonate; triphenylphosphine / ethylene glycol dimethyl ether / 16 h / 80 °C / Inert atmosphere
2.1: palladium 10 on activated carbon; hydrogen / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere
3.1: toluene-4-sulfonic acid / acetonitrile / 10 - 15 °C / Inert atmosphere
3.2: 1.17 h / 20 °C / Inert atmosphere
4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.17 h / 0 °C / Inert atmosphere
4.2: 0.5 h / Inert atmosphere
5.1: tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene / toluene / 0.08 h / 20 °C / Inert atmosphere
5.2: 16 h / 110 °C / Inert atmosphere
6.1: potassium tert-butylate / dimethyl sulfoxide / 0.17 h / 20 °C / Inert atmosphere
View Scheme
参考文献
Letessier, Julien; Detert, Heiner
Synthesis, 2012 , vol. 2012, # 2 p. 290 - 296
反应条件
1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -70 °C / |Inert atmosphere
2.1: sec.-butyllithium / tetrahydrofuran; pentane / 1 h / -70 °C / |Inert atmosphere
2.2: 1 h / -70 °C / |Inert atmosphere
2.3: |Inert atmosphere
3.1: hydrogen; palladium 10 on activated carbon / methanol; chloroform / 12 h / 1810.07 Torr
View Scheme
参考文献
Bastos, Dayse Dos S.; Silva, Anna C.; Albert, Andre L.M.; Barros, Wesley M.R.; Slana, Glaucia B.C.A.; Cardoso, Jari N.; Lopes, Rosangela S.C.; Lopes, Claudio C.
Tetrahedron Letters, 2013 , vol. 54, # 24 p. 3144 - 3146