可见光促进三级胺α位C(sp^3)-H键的胺化反应研究  

Visible-Light-Induced α-C(sp^3)-H Amination Reactions of Tertiary Amines

作　　者：赵亚婷 曾俊杰 夏吾炯 Zhao Yating;Zeng Junjie;Xia Wujiong(College of Chemical and Material Engineering,Quzhou University,Quzhou,Zhejiang 324000;State Key Laboratory of Urban Water Resource and Environment,School of Science,Harbin Institute of Technology,Shenzhen,Guangdong 518055)

机构地区：[1]衢州学院化学与材料工程学院,浙江衢州324000 [2]哈尔滨工业大学(深圳)城市水资源与水环境国家重点实验室,广东深圳518055

出　　处：《有机化学》2020年第1期133-139,共7页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.21901141,21672047);衢州学院科研启动基金(No.BSYJ201714)资助项目。

摘　　要：报道了可见光催化氧化还原循环促进三级胺α位C(sp^3)-H键的胺化反应.该反应使用简单、易得的N-苯甲酰氧基邻苯二甲酰亚胺为氨基自由基前体,利用廉价、可再生的可见光作为绿色能源,首次实现了一系列N,N-二甲基苯胺衍生物的α位C(sp^3)-H键的直接胺化.该方法涉及双自由基交叉偶联机理,具有条件温和、收率与官能团兼容性良好以及底物适用范围广的特点,为三级胺类化合物的官能团修饰提供了一种简单、安全、便利的新途径.Herein, the visible-light-induced α-C(sp^3)-H amination reactions of tertiary amines were reported. By using readily available 1,3-dioxoisoindolin-2-yl benzoate as precursor of N-radical and blue LEDs as green and sustainable energy source, the α-C(sp^3)-H bonds of various N,N-dimethylaniline derivatives were aminated directly. Based on radical trapping experiment and documented literature, a mechanism involving radicals coupling was proposed. This method featured in mild reaction conditions and good functional group tolerance, which provides a simple and practical protocol to the modification of tertiary amines.

关 键 词：光催化氧化还原循环 氮自由基 胺化反应 C-H官能团化 自由基偶联 

分 类 号：O621.251[理学—有机化学]