2-溴-6,7-二氢-1h,5h-吡咯并[2,3-c]氮杂烷-4,8-二酮合成路线 (共 12 条)
反应条件
sodium hydroxide; PPA in ethyl acetate
参考文献
Suntory Limited
Patent: US5621099 A1, 1997 ;
反应条件
potassium permanganate in water
0.25 h;
参考文献
Nanteuil, G. De; Ahond, A.; Guilhem, J.; Poupat, C.; Tran Huu Dau, E.; Potier, P. et al.
Tetrahedron, 1985 , vol. 41, # 24 p. 6019 - 6033
反应条件
1: oxalyl chloride / 1,2-dichloro-ethane; dimethylformamide / 0.33 h / 20 °C
2: 53 percent / aluminium trichloride; molecular sieves 4 Angstroem / 1,2-dichloro-ethane; dimethylformamide / 20 °C
View Scheme
参考文献
Papeo, Gianluca; Posteri, Helena; Borghi, Daniela; Varasi, Mario
Organic Letters, 2005 , vol. 7, # 25 p. 5641 - 5644
反应条件
1: 92 percent / NaOH / H2O / 18 h / 20 °C
2: oxalyl chloride / 1,2-dichloro-ethane; dimethylformamide / 0.33 h / 20 °C
3: 53 percent / aluminium trichloride; molecular sieves 4 Angstroem / 1,2-dichloro-ethane; dimethylformamide / 20 °C
View Scheme
参考文献
Papeo, Gianluca; Posteri, Helena; Borghi, Daniela; Varasi, Mario
Organic Letters, 2005 , vol. 7, # 25 p. 5641 - 5644
反应条件
1: 97 percent / triethylamine / acetonitrile / 48 h / 20 °C
2: 67 percent / N-bromosuccinimide / methanol; tetrahydrofuran / 0 - 20 °C
3: 92 percent / NaOH / H2O / 18 h / 20 °C
4: oxalyl chloride / 1,2-dichloro-ethane; dimethylformamide / 0.33 h / 20 °C
5: 53 percent / aluminium trichloride; molecular sieves 4 Angstroem / 1,2-dichloro-ethane; dimethylformamide / 20 °C
View Scheme
参考文献
Papeo, Gianluca; Posteri, Helena; Borghi, Daniela; Varasi, Mario
Organic Letters, 2005 , vol. 7, # 25 p. 5641 - 5644
反应条件
1: 67 percent / N-bromosuccinimide / methanol; tetrahydrofuran / 0 - 20 °C
2: 92 percent / NaOH / H2O / 18 h / 20 °C
3: oxalyl chloride / 1,2-dichloro-ethane; dimethylformamide / 0.33 h / 20 °C
4: 53 percent / aluminium trichloride; molecular sieves 4 Angstroem / 1,2-dichloro-ethane; dimethylformamide / 20 °C
View Scheme
参考文献
Papeo, Gianluca; Posteri, Helena; Borghi, Daniela; Varasi, Mario
Organic Letters, 2005 , vol. 7, # 25 p. 5641 - 5644
反应条件
phosphorous pentoxide
T=105°C; 1 h;
参考文献
Tutino, Federico; Papeo, Gianluca; Quartieri, Francesca
Journal of Heterocyclic Chemistry, 2010 , vol. 47, # 1 p. 112 - 117
反应条件
PPA-P2O5
T=100°C; 1 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Annoura, Hirokazu; Tatsuoka, Toshio
Tetrahedron Letters, 1995 , vol. 36, # 3 p. 413 - 416
反应条件
1: Et3N / CH2Cl2 / 3 h / Ambient temperature
2: 56 percent / NBS / tetrahydrofuran / 2 h / Ambient temperature
3: 10percent aq. NaOH / methanol / 5 h / Ambient temperature
4: PPA-P2O5 / 1 h / 100 °C
View Scheme
参考文献
Annoura, Hirokazu; Tatsuoka, Toshio
Tetrahedron Letters, 1995 , vol. 36, # 3 p. 413 - 416
反应条件
1: 56 percent / NBS / tetrahydrofuran / 2 h / Ambient temperature
2: 10percent aq. NaOH / methanol / 5 h / Ambient temperature
3: PPA-P2O5 / 1 h / 100 °C
View Scheme
参考文献
Annoura, Hirokazu; Tatsuoka, Toshio
Tetrahedron Letters, 1995 , vol. 36, # 3 p. 413 - 416