Crenatine; 1-乙基-4-甲氧基-9H-吡啶并[3,4-b]吲哚合成路线 （共 11 条）
反应条件
in methanol; diethyl ether
T=-78 - 20°C;
参考文献
Cain, M.; Mantei, R.; Cook, J. M.
Journal of Organic Chemistry, 1982 , vol. 47, # 25 p. 4933 - 4936
反应条件
1: decalin / Pd/C
2: Na2CO3
3: 71 percent / AlCl3, anisole
View Scheme
参考文献
Murakami, Yasuoki; Yokoyama, Yuusaku; Aoki, Chiyoko; Miyagi, Chiemi; Watanabe, Toshiko; Ohmoto, Taichi
Heterocycles, 1987 , vol. 26, # 4 p. 875 - 878
反应条件
1: 96 percent / concd. H2SO4 / methanol; H2O / 6.5 h / Heating
2: 85.3 percent / pyridine; benzene / 0.5 h / 60 - 70 °C
3: 71 percent / dichlorodicyanquinone (DDQ) / tetrahydrofuran; H2O / -78 °C
4: 65.4 percent / 6 N aq. NaOH / 3 h / 108 °C
5: 85 percent / sulfur / xylene / 17 h / Heating
6: 63 percent / methanol; diethyl ether / -78 - 20 °C
View Scheme
参考文献
Cain, M.; Mantei, R.; Cook, J. M.
Journal of Organic Chemistry, 1982 , vol. 47, # 25 p. 4933 - 4936
反应条件
sulfuric acid; trimethyl orthoformate
24 h; Heating;
参考文献
Hagen, Timothy J.; Narayanan, Krishnaswamy; Names, Jeffrey; Cook, James M.
Journal of Organic Chemistry, 1989 , vol. 54, # 9 p. 2170 - 2178
反应条件
1: Na2CO3
2: 71 percent / AlCl3, anisole
View Scheme
参考文献
Murakami, Yasuoki; Yokoyama, Yuusaku; Aoki, Chiyoko; Miyagi, Chiemi; Watanabe, Toshiko; Ohmoto, Taichi
Heterocycles, 1987 , vol. 26, # 4 p. 875 - 878
反应条件
1: 78 percent / 1 N aq. NaOH / 16.5 h / 70 °C
2: 85 percent / sulfur / xylene / 17 h / Heating
3: 63 percent / methanol; diethyl ether / -78 - 20 °C
View Scheme
参考文献
Cain, M.; Mantei, R.; Cook, J. M.
Journal of Organic Chemistry, 1982 , vol. 47, # 25 p. 4933 - 4936
反应条件
1: 85 percent / sulfur / xylene / 17 h / Heating
2: 63 percent / methanol; diethyl ether / -78 - 20 °C
View Scheme
参考文献
Cain, M.; Mantei, R.; Cook, J. M.
Journal of Organic Chemistry, 1982 , vol. 47, # 25 p. 4933 - 4936
反应条件
1: 71 percent / dichlorodicyanquinone (DDQ) / tetrahydrofuran; H2O / -78 °C
2: 65.4 percent / 6 N aq. NaOH / 3 h / 108 °C
3: 85 percent / sulfur / xylene / 17 h / Heating
4: 63 percent / methanol; diethyl ether / -78 - 20 °C
View Scheme
参考文献
Cain, M.; Mantei, R.; Cook, J. M.
Journal of Organic Chemistry, 1982 , vol. 47, # 25 p. 4933 - 4936
反应条件
1: 77 percent / DDQ / acetone; H2O / 1.) -78 deg C, 2.) from -78 deg C to room temp., 45 min
2: 78 percent / 1 N aq. NaOH / 16.5 h / 70 °C
3: 85 percent / sulfur / xylene / 17 h / Heating
4: 63 percent / methanol; diethyl ether / -78 - 20 °C
View Scheme
参考文献
Cain, M.; Mantei, R.; Cook, J. M.
Journal of Organic Chemistry, 1982 , vol. 47, # 25 p. 4933 - 4936
反应条件
1: 65.4 percent / 6 N aq. NaOH / 3 h / 108 °C
2: 85 percent / sulfur / xylene / 17 h / Heating
3: 63 percent / methanol; diethyl ether / -78 - 20 °C
View Scheme
参考文献
Cain, M.; Mantei, R.; Cook, J. M.
Journal of Organic Chemistry, 1982 , vol. 47, # 25 p. 4933 - 4936
