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  

Synthesis of Mutisubstituted Dihydropyridino[1,2-a] benzimidazole Derivatives via Tandem Reaction of 2-Arylbenzimidazoles

作　　者：郭钰钰 陈祥杰 李师伍 蔡志华 何林[1] Guo Yuyu;Chen Xiangjie;Li Shiwu;Cai Zhihua;He Lin(School of Chemistry and Chemical Engineering,Shihezi University,Shihezi,Xinjiang 832000)

机构地区：[1]石河子大学化工学院,新疆石河子832000

出　　处：《有机化学》2021年第9期3692-3700,共9页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.21462034);兵团优秀青年教师(Nos.2017CB001,CZ027203);石河子大学国际合作(No.GJHZ201801)资助项目.

摘　　要：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,^(13)C NMR,HRMS,IR以及单晶衍射进行了表征.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,^(13)C NMR,HRMS,IR and single-crystal X-ray analysis.

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 

分 类 号：O626[理学—有机化学]