4,9-二氢-3H-吡啶并(3,4-B)吲哚合成路线 (共 34 条)
反应条件
trichlorophosphate
1.) reflux, 12 h, 2.) CH2Cl2, 0 deg C to RT, 5 h; Yield given. Multistep reaction;
参考文献
Martin, Stephen F.; Benage, Brigitte; Hunter, James E.
Journal of the American Chemical Society, 1988 , vol. 110, # 17 p. 5925 - 5927
反应条件
1: 100 °C
2: P2O5; toluene
View Scheme
参考文献
Schoepf; Steuer
Justus Liebigs Annalen der Chemie, 1947 , vol. 558, p. 124,132
反应条件
trichloroisocyanuric acid; triethylamine
16 h; Ambient temperature;
参考文献
Haffer, Gregor; Nickisch, Klaus; Tilstam, Ulf
Heterocycles, 1998 , vol. 48, # 5 p. 993 - 998
反应条件
2: 100 °C
3: P2O5; toluene
View Scheme
参考文献
Schoepf; Steuer
Justus Liebigs Annalen der Chemie, 1947 , vol. 558, p. 124,132
反应条件
1: 98 percent / methanol / 2.17 h / 28 °C
2: 94 percent / p-TsOH*H2O / benzene / 3 h / Heating
3: 69 percent / NaBH3CN, glacial AcOH / 0.5 h / 28 °C
4: 92 percent / POCl3, pyridine / 0.5 h / 80 - 90 °C
5: 74 percent / Raney Ni / ethanol / 1 h
View Scheme
参考文献
Sankar, Parasuraman Jai; Das, Sankar K.; Giri, Venkatachalam S.
Heterocycles, 1991 , vol. 32, # 6 p. 1109 - 1116
反应条件
hydrogenchloride; zinc(II) chloride
1.) acetonitrile, 4 h, 50 deg C; 2.) 10 min; Yield given. Multistep reaction;
参考文献
Vacca, J. P.
Tetrahedron Letters, 1985 , vol. 26, # 10 p. 1277 - 1280
参考文献
Kardos; Blasko; Simonyi; Szantay
European Journal of Medicinal Chemistry, 1986 , vol. 21, # 2 p. 151 - 154
反应条件
1: triethylamine / dichloromethane / 26 °C
2: chloroform-d1 / 96 h / 26 °C
3: water / acetonitrile
View Scheme
参考文献
Milena, Matyas; Abranyi-Balogha, Peter; Dancso, Andras; Simig, Gyula; Keglevich, Gyoergy
Letters in Organic Chemistry, 2010 , vol. 7, # 5 p. 377 - 382
反应条件
boron trifluoride diethyl etherate in tetrahydrofuran; diethyl ether
T=-23°C; 5 h;
参考文献
Nakagawa, Masako; Kawate, Tomohiko; Yamazaki, Hitoshi; Hino, Thoru
Journal of the Chemical Society, Chemical Communications, 1990 , # 14 p. 991 - 992
反应条件
1: 1.) n-BuLi / 1.) hexane, THF, -23 deg C, 20 min, 2.) hexane, THF, -23 deg C
2: diethyl ether; tetrahydrofuran / 5 h / -78 °C
View Scheme
参考文献
Kawate; Nakagawa; Yamazaki; Hirayama; Hino
Chemical and Pharmaceutical Bulletin, 1993 , vol. 41, # 2 p. 287 - 291