有机化学 ›› 2017, Vol. 37 ›› Issue (3): 691-697.DOI: 10.6023/cjoc201608027 上一篇    下一篇

研究论文

钯催化吲哚与丙炔酸的去芳构化脱羧炔基化反应

王永刚, 刘人荣, 高建荣, 贾义霞   

  1. 浙江工业大学化工学院 杭州 310014
  • 收稿日期:2016-08-26 修回日期:2016-11-15 发布日期:2016-11-22
  • 通讯作者: 贾义霞,E-mail:yxjia@zjut.edu.cn E-mail:yxjia@zjut.edu.cn
  • 基金资助:

    国家自然科学基金基金(Nos.21372202,1522207)资助项目.

Palladium-Catalyzed Dearomative Decarboxylative Alkynylation of Indoles with Acetylenecarboxylic Acids

Wang Yonggang, Liu Renrong, Gao Jianrong, Jia Yixia   

  1. College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014
  • Received:2016-08-26 Revised:2016-11-15 Published:2016-11-22
  • Contact: 10.6023/cjoc201608027 E-mail:yxjia@zjut.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21372202, 21522207).

以钯为催化剂,炔酸为炔基化试剂,采用脱羧偶联的方法实现了吲哚的去芳构化炔基化反应.以中等到良好的收率,高非对映选择性地合成一系列2,3-位具有连续季碳和叔碳中心的双取代吲哚啉化合物.

关键词: 均相催化, 钯, 吲哚, 去芳构化, 炔基化

A palladium-catalyzed indole dearomative arylalkynylation via decarboxylative coupling of alkynyl carboxylic acids and alkyl-palladium intermediates has been developed, which provides a reliable approach to a serious of structural diversely 2,3-disubstituted indolines bearing vicinal tertiary and quaternary stereocenters in moderate to good yields and excellent diastereoselectivities.

Key words: homogenous catalysis, palladium, indole, dearomatization, alkynylation