邻炔基苯胺氢胺化合成轴手性吲哚研究进展  

Research Progress on the Hydroamination of o-Alkynylanilines for the Synthesis of Axially Chiral Indoles

作　　者：王家晟 王泽树 何卫民 叶龙武 Jiasheng Wang;Zeshu Wang;Weimin He;Longwu Ye(College of Chemistry and Chemical Engineering,Nanhua University,Hengyang,Hunan 421001;College of Chemistry and Chemical Engineering,Xiamen University,Xiamen,Fujian 361005;State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032)

机构地区：[1]南华大学化学化工学院,湖南衡阳421001 [2]厦门大学化学化工学院,福建厦门361005 [3]中国科学院上海有机化学研究所金属有机化学国家重点实验室,上海200032

出　　处：《有机化学》2024年第6期1786-1792,共7页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.22125108);湖南省科技创新计划(No.2023RC4004)资助项目

摘　　要：邻炔基苯胺的氢胺化反应是合成吲哚的一种重要方法. 在此基础上, 具有一定位阻取代基的邻炔基苯胺在手性过渡金属或者有机小分子催化下, 可以发生阻旋选择性5-endo-dig环化, 从而合成重要的轴手性吲哚化合物. 以不对称氢胺化反应产物中的手性轴分类, 系统介绍了含C—N、C—C以及N—N手性轴的吲哚化合物的催化不对称合成方法.Hydroamination of o-alkynylanilines is an important approach for the synthesis of indoles. On this basis, o-alkynylanilines bearing substituents with certain steric hindrance could undergo chiral transition-metal catalyzed or organocatalytic atroposelective 5-endo-dig cyclolization for the synthesis of axially chiral indoles. Classified by the types of chiral axes in the products of enantioselective hydroamination, the catalytic enantioselective methods for the preparation of axially chiral indoles containing C—N, C—C and N—N chiral axes are systematically introduced.

关 键 词：不对称催化 氢胺化反应 轴手性吲哚 炔烃 

分 类 号：O626[理学—有机化学]