4,5-二氧代-4,5-二氢-1H-吡咯[2,3-f]喹啉-2,7,9-三羧酸三甲酯合成路线 (共 37 条)
反应条件
1: Et3N / diethyl ether / 20 h / 25 °C
2: CH2Cl2 / 7 h / 25 °C
3: dry hydrogen chloride / CH2Cl2 / 10 h
4: 60 percent / ceric ammonium nitrate / acetonitrile; H2O / 0.17 h / 0 °C
View Scheme
参考文献
Corey,E.J.; Tramontano,A.
Journal of the American Chemical Society, 1981 , vol. 103, p. 5599
反应条件
1: 79 percent / hydrochloric acid / acetone; H2O / 1 h / Heating
2: CH2Cl2 / 7 h / 25 °C
3: dry hydrogen chloride / CH2Cl2 / 10 h
4: 60 percent / ceric ammonium nitrate / acetonitrile; H2O / 0.17 h / 0 °C
View Scheme
参考文献
Corey,E.J.; Tramontano,A.
Journal of the American Chemical Society, 1981 , vol. 103, p. 5599
反应条件
1: dry hydrogen chloride / CH2Cl2 / 10 h
2: 60 percent / ceric ammonium nitrate / acetonitrile; H2O / 0.17 h / 0 °C
View Scheme
参考文献
Corey,E.J.; Tramontano,A.
Journal of the American Chemical Society, 1981 , vol. 103, p. 5599
反应条件
1: CH2Cl2 / 7 h / 25 °C
2: dry hydrogen chloride / CH2Cl2 / 10 h
3: 60 percent / ceric ammonium nitrate / acetonitrile; H2O / 0.17 h / 0 °C
View Scheme
参考文献
Corey,E.J.; Tramontano,A.
Journal of the American Chemical Society, 1981 , vol. 103, p. 5599
反应条件
1: H2 / Pd/C / methanol
2: MnO2, 35percent H2SO4
View Scheme
参考文献
MacKenzie, A. Roderick; Moody, Christopher J.; Rees, Charles W.
Journal of the Chemical Society, Chemical Communications, 1983 , # 22 p. 1372 - 1373
反应条件
1: 89 percent / H2 / Pd-C / methanol
2: 93 percent / tBuN(O)COPh / CH2Cl2; methanol
View Scheme
参考文献
MacKenzie, A. Roderick; Moody, Christopher J.; Rees, Charles W.
Journal of the Chemical Society, Chemical Communications, 1983 , # 22 p. 1372 - 1373
反应条件
1: 98 percent / LiAlH4 / tetrahydrofuran / 2 h / 0 °C
2: 80 percent / manganese (IV) oxide / CHCl3; methanol / 20 h / Ambient temperature
3: 73 percent / NaOMe / methanol / 2 h / -15 °C
4: 87 percent / xylene / 4 h / Heating
5: 85 percent / HCl / methanol / 6 h / Heating
6: 2.) HCl / 1.) CH2Cl2, room temp., 12 h; 2.) 12 h, ether
7: 1.) BBr3; 2.) MeOH, H2SO4 (96percent) / 1.) CH2Cl2, room temp., 140 h; 2.) reflux, 48 h
8: 93 percent / benzoyl t-butyl nitroxide / methanol; CHCl3 / 16 h / Ambient temperature
View Scheme
参考文献
MacKenzie, A. Roderick; Moody, Christopher J.; Rees, Charles W.
Tetrahedron, 1986 , vol. 42, # 12 p. 3259 - 3268
反应条件
1: 97 percent / potassium carbonate / acetone / 8 h / Heating
2: 98 percent / LiAlH4 / tetrahydrofuran / 2 h / 0 °C
3: 80 percent / manganese (IV) oxide / CHCl3; methanol / 20 h / Ambient temperature
4: 73 percent / NaOMe / methanol / 2 h / -15 °C
5: 87 percent / xylene / 4 h / Heating
6: 85 percent / HCl / methanol / 6 h / Heating
7: 2.) HCl / 1.) CH2Cl2, room temp., 12 h; 2.) 12 h, ether
8: 1.) BBr3; 2.) MeOH, H2SO4 (96percent) / 1.) CH2Cl2, room temp., 140 h; 2.) reflux, 48 h
9: 93 percent / benzoyl t-butyl nitroxide / methanol; CHCl3 / 16 h / Ambient temperature
View Scheme
参考文献
MacKenzie, A. Roderick; Moody, Christopher J.; Rees, Charles W.
Tetrahedron, 1986 , vol. 42, # 12 p. 3259 - 3268
反应条件
1: 2.) HCl / 1.) CH2Cl2, room temp., 12 h; 2.) 12 h, ether
2: 1.) BBr3; 2.) MeOH, H2SO4 (96percent) / 1.) CH2Cl2, room temp., 140 h; 2.) reflux, 48 h
3: 93 percent / benzoyl t-butyl nitroxide / methanol; CHCl3 / 16 h / Ambient temperature
View Scheme
参考文献
MacKenzie, A. Roderick; Moody, Christopher J.; Rees, Charles W.
Tetrahedron, 1986 , vol. 42, # 12 p. 3259 - 3268
反应条件
1: 88 percent / cc. H2SO4 / 20 h / Heating
2: 94 percent / ethanol / 3.5 h / 45 °C
3: 97 percent / potassium carbonate / acetone / 8 h / Heating
4: 98 percent / LiAlH4 / tetrahydrofuran / 2 h / 0 °C
5: 80 percent / manganese (IV) oxide / CHCl3; methanol / 20 h / Ambient temperature
6: 73 percent / NaOMe / methanol / 2 h / -15 °C
7: 87 percent / xylene / 4 h / Heating
8: 85 percent / HCl / methanol / 6 h / Heating
9: 2.) HCl / 1.) CH2Cl2, room temp., 12 h; 2.) 12 h, ether
10: 1.) BBr3; 2.) MeOH, H2SO4 (96percent) / 1.) CH2Cl2, room temp., 140 h; 2.) reflux, 48 h
11: 93 percent / benzoyl t-butyl nitroxide / methanol; CHCl3 / 16 h / Ambient temperature
View Scheme
参考文献
MacKenzie, A. Roderick; Moody, Christopher J.; Rees, Charles W.
Tetrahedron, 1986 , vol. 42, # 12 p. 3259 - 3268