5-氰基苯并呋喃-2-羧酸甲酯合成路线 （共 12 条）
反应条件
sodium hydroxide in ethanol 3 h; Heating;
参考文献
Sall, Daniel J.; Arfsten, Ann E.; Bastian, Jolie A.; Denney, Michael L.; Harms, Cathy S.; McCowan, Jefferson R.; Morin Jr., John M.; Rose, Jack W.; Scarborough, Robert M.; Smyth, Mark S.; Um, Suzane L.; Utterback, Barbara G.; Vasileff, Robert T.; Wikel, James H.; Wyss, Virginia L.; Jakubowski, Joseph A.
Journal of Medicinal Chemistry, 1997 , vol. 40, # 18 p. 2843 - 2857
反应条件
copper(l) iodide in N,N-dimethyl-formamide
T=155°C; 16 h;
参考文献
Sall, Daniel J.; Arfsten, Ann E.; Bastian, Jolie A.; Denney, Michael L.; Harms, Cathy S.; McCowan, Jefferson R.; Morin Jr., John M.; Rose, Jack W.; Scarborough, Robert M.; Smyth, Mark S.; Um, Suzane L.; Utterback, Barbara G.; Vasileff, Robert T.; Wikel, James H.; Wyss, Virginia L.; Jakubowski, Joseph A.
Journal of Medicinal Chemistry, 1997 , vol. 40, # 18 p. 2843 - 2857
反应条件
1: 1.) MeONa, 2.) HCl gas / 1.) reflux, 15 min, 2.) RT, 2 h
2: 90 percent / CuI / dimethylformamide / 16 h / 155 °C
View Scheme
参考文献
Sall, Daniel J.; Arfsten, Ann E.; Bastian, Jolie A.; Denney, Michael L.; Harms, Cathy S.; McCowan, Jefferson R.; Morin Jr., John M.; Rose, Jack W.; Scarborough, Robert M.; Smyth, Mark S.; Um, Suzane L.; Utterback, Barbara G.; Vasileff, Robert T.; Wikel, James H.; Wyss, Virginia L.; Jakubowski, Joseph A.
Journal of Medicinal Chemistry, 1997 , vol. 40, # 18 p. 2843 - 2857
反应条件
1: 100 percent / K2CO3, NaI / dimethylformamide / 15 h / Ambient temperature
2: 1.) MeONa, 2.) HCl gas / 1.) reflux, 15 min, 2.) RT, 2 h
3: 90 percent / CuI / dimethylformamide / 16 h / 155 °C
View Scheme
参考文献
Sall, Daniel J.; Arfsten, Ann E.; Bastian, Jolie A.; Denney, Michael L.; Harms, Cathy S.; McCowan, Jefferson R.; Morin Jr., John M.; Rose, Jack W.; Scarborough, Robert M.; Smyth, Mark S.; Um, Suzane L.; Utterback, Barbara G.; Vasileff, Robert T.; Wikel, James H.; Wyss, Virginia L.; Jakubowski, Joseph A.
Journal of Medicinal Chemistry, 1997 , vol. 40, # 18 p. 2843 - 2857
反应条件
1: 95 percent / conc. H2SO4 / 15 h / Heating
2: 80 percent / N-methylpyrrolidine / 0.5 h / Heating
View Scheme
参考文献
Dann, Otto; Char, Helmut; Griessmeier, Helmut
Liebigs Annalen der Chemie, 1982 , # 10 p. 1836 - 1869
反应条件
1: 95 percent / 1) NaHCO3, CaI2, NaBH4; 2) CaI2, NaBH4 / tetrahydrofuran / 1) 0 to 5 deg C, 1 h; 2) room temp., 2 h
2: 95 percent / HNO3 / 0.02 h / 60 °C
3: 69 percent / 1) benzene, 90 min, reflux; 2) ethanol, 1 h
4: 89 percent / CH3ONa / methanol / 1 h
View Scheme
参考文献
Dann, Otto; Char, Helmut; Griessmeier, Helmut
Liebigs Annalen der Chemie, 1982 , # 10 p. 1836 - 1869
反应条件
1: 95 percent / 1) NaHCO3, CaI2, NaBH4; 2) CaI2, NaBH4 / tetrahydrofuran / 1) 0 to 5 deg C, 1 h; 2) room temp., 2 h
2: 95 percent / HNO3 / 0.02 h / 60 °C
3: 69 percent / 1) benzene, 90 min, reflux; 2) ethanol, 1 h
4: 78 percent / CH3ONa / methanol / 1 h
5: 97 percent
View Scheme
参考文献
Dann, Otto; Char, Helmut; Griessmeier, Helmut
Liebigs Annalen der Chemie, 1982 , # 10 p. 1836 - 1869
反应条件
1: 95 percent / 1) NaHCO3, CaI2, NaBH4; 2) CaI2, NaBH4 / tetrahydrofuran / 1) 0 to 5 deg C, 1 h; 2) room temp., 2 h
2: 95 percent / HNO3 / 0.02 h / 60 °C
View Scheme
参考文献
Dann, Otto; Char, Helmut; Griessmeier, Helmut
Liebigs Annalen der Chemie, 1982 , # 10 p. 1836 - 1869
反应条件
1: 95 percent / 1) NaHCO3, CaI2, NaBH4; 2) CaI2, NaBH4 / tetrahydrofuran / 1) 0 to 5 deg C, 1 h; 2) room temp., 2 h
2: 95 percent / HNO3 / 0.02 h / 60 °C
3: 69 percent / 1) benzene, 90 min, reflux; 2) ethanol, 1 h
4: 89 percent / CH3ONa / methanol / 1 h
6: 2 N HCl / 1 h
View Scheme
参考文献
Dann, Otto; Char, Helmut; Griessmeier, Helmut
Liebigs Annalen der Chemie, 1982 , # 10 p. 1836 - 1869
反应条件
1: 95 percent / 1) NaHCO3, CaI2, NaBH4; 2) CaI2, NaBH4 / tetrahydrofuran / 1) 0 to 5 deg C, 1 h; 2) room temp., 2 h
2: 95 percent / HNO3 / 0.02 h / 60 °C
3: 69 percent / 1) benzene, 90 min, reflux; 2) ethanol, 1 h
4: 78 percent / CH3ONa / methanol / 1 h
5: 1) HCl (g); 2) NH3 (g) / 1) chloroform, ethanol, 7 d; 2) ether, ethanol, 7 d
View Scheme
参考文献
Dann, Otto; Char, Helmut; Griessmeier, Helmut
Liebigs Annalen der Chemie, 1982 , # 10 p. 1836 - 1869
