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2-芳基乙烯苯并咪唑串联反应合成多取代二氢吡啶并[1,2-a]苯并咪唑衍生物

本站小编 Free考研考试/2022-02-14

摘要/Abstract



发展了一种“一锅法”合成二氢吡啶并[1,2-a]苯并咪唑衍生物的新方法. 在碱和氧化剂的共同作用下, 2-芳基乙烯苯并咪唑可以发生分子间Michael加成/分子内Michael加成/氧化脱氢串联反应, 以38%~85%的产率和4∶1~>25∶1的非对映选择性得到多取代二氢吡啶并[1,2-a]苯并咪唑衍生物. 产物的结构经1H NMR, 13C NMR, HRMS, IR以及单晶衍射进行了表征.
关键词: 串联反应, 一锅法, 二氢吡啶并[1,2-a]苯并咪唑, 加成反应
A new one-pot method for the synthesis of dihydropyridino[1,2-a]benzimidazole derivatives has been developed. Under the mediation of base and oxidant, mutisubstituted dihydropyridino[1,2-a]benzimidazoles were obtained in 38%~85% yields and 4∶1 to >25∶1 d.r. through a tandem intermolecular Michael addition/intramolecular Michael addition/ oxidative dehydrogenation process of 2-arylbenzimidazoles. The structures of these products were characterized by 1H NMR, 13C NMR, HRMS, IR and single-crystal X-ray analysis.
Key words: tandem reaction, one-pot, dihydropyridino[1,2-a]benzimidazoles, addition reaction


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