Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (10): 3300-3306.DOI: 10.6023/cjoc202005011 Previous Articles     Next Articles

Special Issue: 黄乃正院士七十华诞专辑


郎勃, Muhammad Suleman, 吕萍, 王彦广   

  1. 浙江大学化学系 杭州 310027
  • 收稿日期:2020-05-05 修回日期:2020-06-16 发布日期:2020-08-01
  • 通讯作者: 吕萍, 王彦广;
  • 基金资助:

Copper(I)-Promoted Trifluoromethylthiolation of 3-Diazoindolin-2-imines with AgSCF3: Synthesis of 3-((Trifluoromethyl)thio)-2-aminoindoles

Lang Bo, Suleman Muhammad, Lu Ping, Wang Yanguang   

  1. Department of Chemistry, Zhejiang University, Hangzhou 310027
  • Received:2020-05-05 Revised:2020-06-16 Published:2020-08-01
  • Supported by:
    Project supported by the National Natural Science Foundation of China (Nos. 21772169, 21632003).

A facile and efficient method for the synthesis of novel 3-((trifluoromethyl)thio)-2-aminoindoles through copper (I)-promoted trifluoromethylthiolation of 3-diazoindolin-2-imines with AgSCF3 is reported. This methodology features a broad substrate scope of diazo compounds, economical copper(I) catalyst, readily available and stable diazo materials and trifluoromethylthiolating reagent, mild reaction conditions, short reaction time and water assisted higher yields.

Key words: diazo compounds, metal carbenes, trifluoromethylthiolation, copper catalysis, indoles, heterocycles