Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (10): 4028-4038.DOI: 10.6023/cjoc202104057 Previous Articles     Next Articles

ARTICLES

钴催化2-芳基吲哚氧化去芳构化及与烯酰胺[3+2]环化反应

黄音君a, 李金山a, 李珅a,*(), 马军安a,b,*()   

  1. a 天津大学理学院化学系 天津市分子光电科学重点实验室 天津化学化工协同创新中心 天津 300072
    b 天津大学-新加坡国立大学福州联合学院 福州 350207
  • 收稿日期:2021-04-27 修回日期:2021-06-24 发布日期:2021-07-05
  • 通讯作者: 李珅, 马军安
  • 基金资助:
    国家自然科学基金(21772142); 国家自然科学基金(21961142015); 国家重点研发计划(2019YFA0905100)

Cobalt-Catalyzed Aerobic Oxidative Dearomatization of 2-Aryl Indoles and in situ [3+2] Annulation with Enamides

Yinjun Huanga, Jinshan Lia, Shen Lia(), Junan Maa,b()   

  1. a Tianjin Key Laboratory of Molecular Optoelectronic Sciences, and Collaborative Innovation Center of Chemical Science & Engineering, Department of Chemistry, Tianjin University, Tianjin 300072
    b Joint School of National University of Singapore and Tianjin University, Fuzhou 350207
  • Received:2021-04-27 Revised:2021-06-24 Published:2021-07-05
  • Contact: Shen Li, Junan Ma
  • Supported by:
    National Natural Science Foundation of China(21772142); National Natural Science Foundation of China(21961142015); National Key Research & Development Program of China(2019YFA0905100)

An one-pot reaction for the rapid construction of tricyclic fused indoline frameworks from 2-aryl indoles and N-acetyl enamides under oxygen atmosphere has been developed. The notable features of this method involve easy availability of starting materials, simple manipulation, good regio- and diastereo-selectivity, as well as environmentally friendly conditions. Mechanistic studies indicated that this reaction proceeds via oxidative dearomatization and subsequent [3+2] annulation with enamides.

Key words: cobalt-catalysis, oxidative dearomatization, annulation, indoles, enamides