Chinese Journal of Organic Chemistry ›› 2024, Vol. 44 ›› Issue (6): 1786-1792.DOI: 10.6023/cjoc202401010 Previous Articles     Next Articles

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邻炔基苯胺氢胺化合成轴手性吲哚研究进展

王家晟a,†, 王泽树b,†, 何卫民a,*(), 叶龙武a,b,c,*()   

  1. a 南华大学化学化工学院 湖南衡阳 421001
    b 厦门大学化学化工学院 福建厦门 361005
    c 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
  • 收稿日期:2024-01-12 修回日期:2024-02-23 发布日期:2024-03-12
  • 作者简介:
    共同第一作者
  • 基金资助:
    国家自然科学基金(22125108); 湖南省科技创新计划(2023RC4004)

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

Jiasheng Wanga,†, Zeshu Wangb,†, Weimin Hea,*(), Longwu Yea,b,c,*()   

  1. a College of Chemistry and Chemical Engineering, Nanhua University, Hengyang, Hunan 421001
    b College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, Fujian 361005
    c State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032
  • Received:2024-01-12 Revised:2024-02-23 Published:2024-03-12
  • Contact: * E-mail: weiminhe@usc.edu.cn; longwuye@xmu.edu.cn
  • About author:
    These authors contributed equally to this work.
  • Supported by:
    National Natural Science Foundation of China(22125108); Science and Technology Innovation Program of Hunan Province(2023RC4004)

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.

Key words: asymmetric catalysis, hydroamination reaction, axially chiral indole, alkyne