6-溴苯并[d][1,3]二氧代-5-羰酰氯合成路线 (共 9 条)
参考文献
Bradley, J. C.; Durst, T.
Journal of Organic Chemistry, 1991 , vol. 56, # 18 p. 5459 - 5462
反应条件
1: Jones reagent
2: SOCl2; DMF / CH2Cl2
View Scheme
参考文献
Rys, Veronique; Couture, Axel; Deniau, Eric; Lebrun, Stephane; Grandclaudon, Pierre
Tetrahedron, 2005 , vol. 61, # 3 p. 665 - 671
反应条件
1: Br2; AcONa; AcOH
2: Jones reagent
3: SOCl2; DMF / CH2Cl2
View Scheme
参考文献
Rys, Veronique; Couture, Axel; Deniau, Eric; Lebrun, Stephane; Grandclaudon, Pierre
Tetrahedron, 2005 , vol. 61, # 3 p. 665 - 671
反应条件
1: 3.12 g / Et3N / tetrahydrofuran / 3 h / 20 °C
2: 84 percent / NaH / dimethylformamide / 5 h / 20 °C
3: 89 percent / Ag2CO3; p(o-Tol)3 / Pd(OAc)2 / dimethylformamide / 0.5 h / Heating
4: LAH / tetrahydrofuran / 3 h / 20 °C
5: 38 mg / aq. HCl / 1 h / 80 °C
View Scheme
参考文献
Harayama, Takashi; Akamatsu, Hisashi; Okamura, Kana; Miyagoe, Taeko; Akiyama, Toshihiko; Abe, Hitoshi; Takeuchi, Yasuo
Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 5 p. 523 - 528
反应条件
1: 1,2,3,4-tetrahydro-quinoline With triethylamine in dichloromethane
T=0°C; 0.0833333 h; Inert atmosphere;
2: 6-bromopiperonylic chloride in dichloromethane; toluene
T=0 - 20°C; Inert atmosphere;
参考文献
De, Subhadip; Ghosh, Santanu; Bhunia, Subhajit; Sheikh, Javeed Ahmad; Bisai, Alakesh
Organic Letters, 2012 , vol. 14, # 17 p. 4466 - 4469
反应条件
ammonium hydroxide
T=0 - 20°C; 2 h;
参考文献
Praveen, Chandrasekaran; Dheenkumar; Perumal
Journal of Chemical Sciences, 2013 , vol. 125, # 1 p. 71 - 83
参考文献
Grimshaw, James; Hamilton, Robert; Trocha-Grimshaw, Jadwiga
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1982 , p. 229 - 234
反应条件
1: 2,3-dihydroindole With triethylamine in dichloromethane
T=0°C; 0.0833333 h; Inert atmosphere;
2: 6-bromopiperonylic chloride in dichloromethane; toluene
T=0 - 20°C; Inert atmosphere;
参考文献
De, Subhadip; Ghosh, Santanu; Bhunia, Subhajit; Sheikh, Javeed Ahmad; Bisai, Alakesh
Organic Letters, 2012 , vol. 14, # 17 p. 4466 - 4469
反应条件
1: 85 percent / pyridine / benzene / 12 h / Heating
2: 84 percent / Cs2CO3 / tetrahydrofuran; dimethylformamide / 5 h / 80 °C
3: 80 percent / LiClO4 / diethyl ether / 36 h / 100 °C
4: 79 percent / bis(tributyltin) / benzene / 24 h / 80 °C / Irradiation
5: KOH / methanol / 2 h / Heating
6: copper bronze / quinoline / 2.5 h / 220 - 225 °C
View Scheme
参考文献
Grotjahn; Vollhardt
Synthesis, 1993 , # 6 p. 579 - 605