5-溴-6-氯甲基-1,3-苯并间二氧杂环戊烯合成路线 （共 8 条）
反应条件
1: 76 percent / NaH / dimethylformamide; tetrahydrofuran / 5 h / 80 °C 2: 27 percent / P2O5; POCl3 / 2 h / Heating 3: 99 percent / Rose Bengal; O2 / methanol; CH2Cl2 / 0.33 h / 18 °C / UV-irradiation 4: 99 percent / LiAlH4 / tetrahydrofuran / 15 h / Heating 5: 78 percent / NaOAc; pyridinium chlorochromate / CH2Cl2 / 2 h / 20 °C View Scheme
参考文献
Wada, Yasuhiro; Kaga, Harumi; Uchiito, Shiho; Kumazawa, Eri; Tomiki, Miho; Onozaki, Yu; Kurono, Nobuhito; Tokuda, Masao; Ohkuma, Takeshi; Orito, Kazuhiko
Journal of Organic Chemistry, 2007 , vol. 72, # 19 p. 7301 - 7306
反应条件
hydrogenchloride; benzene
参考文献
Naik; Wheeler
Journal of the Chemical Society, 1938 , p. 1780,1782
反应条件
1: aq. NaOH solution
2: benzene; hydrogen chloride
View Scheme
参考文献
Naik; Wheeler
Journal of the Chemical Society, 1938 , p. 1780,1782
参考文献
Boente, J.M.; Castedo, L.; Lera, A. Rodriguez de; Saa, J.M.; Suau, R.; Vidal, M.C.
Tetrahedron Letters, 1983 , vol. 24, # 22 p. 2295 - 2298
反应条件
1: ethanol
2: aq.-ethanolic NaOH-solution
View Scheme
参考文献
Naik; Wheeler
Journal of the Chemical Society, 1938 , p. 1780,1782
反应条件
in N,N-dimethyl-formamide
T=20°C;
参考文献
Kumar, Sarvesh; Peruncheralathan, Saravanan; Ila, Hiriyakkanavar; Junjappa, Hiriyakkanavar
Organic Letters, 2008 , vol. 10, # 5 p. 965 - 968
参考文献
Naik; Wheeler
Journal of the Chemical Society, 1938 , p. 1780,1782
反应条件
1.1: 91 percent / NaI; K2CO3 / dimethylformamide / 40 - 60 °C
2.1: 82 percent / p-toluenesulfonic acid / toluene / 5 h / Heating
3.1: 95 percent / Pd(OAc)2; [Bu4N]Br; KOAc / dimethylformamide / 24 h / Heating
4.1: 92 percent / aq. HCl / tetrahydrofuran / 5 h / Heating
5.1: BH3*THF / tetrahydrofuran / 3 h / 20 °C
5.2: NaCNBH3; AcOH / 3 h / 20 °C
5.3: 75 percent / aq. NaOH; KMnO4 / CH2Cl2 / 2 h / 20 °C
View Scheme
参考文献
Torres, Jose C.; Pinto, Angelo C.; Garden, Simon J.
Tetrahedron, 2004 , vol. 60, # 44 p. 9889 - 9900
