有机化学 ›› 2021, Vol. 41 ›› Issue (2): 757-765.DOI: 10.6023/cjoc202007055 上一篇    下一篇

研究论文

铜催化加成/取代串联反应构建四取代的三吲哚甲烷

王文博1, 韩华彬1, 王乐乐1, 王琪琳1,*(), 卜站伟1,*()   

  1. 1 河南大学化学化工学院 河南开封 475004
  • 收稿日期:2020-07-23 修回日期:2020-08-21 发布日期:2020-09-22
  • 通讯作者: 王琪琳, 卜站伟
  • 作者简介:
    * Corresponding authors. E-mail: ;
  • 基金资助:
    国家自然科学基金(U1504206); 中国博士后科学基金(2020M672200); 河南大学研究生教育创新与质量提升计划(SYL19060137); 河南大学研究生教育创新与质量提升计划(SYL19030204)

Access to Tetrasubstituted Tri(indolyl)methanes through Copper-Catalyzed Addition/Substitution Sequence

Wenbo Wang1, Huabin Han1, Lele Wang1, Qilin Wang1,*(), Zhanwei Bu1,*()   

  1. 1 College of Chemistry and Chemical Engineering, Henan University, Kaifeng, Henan 475004
  • Received:2020-07-23 Revised:2020-08-21 Published:2020-09-22
  • Contact: Qilin Wang, Zhanwei Bu
  • Supported by:
    the National Natural Science Foundation of China(U1504206); the China Postdoctoral Science Foundation(2020M672200); the Graduate Education Innovation and Quality Improvement Program of Henan University(SYL19060137); the Graduate Education Innovation and Quality Improvement Program of Henan University(SYL19030204)

在温和的条件下, 利用3-乙酰基吲哚与吲哚的加成/取代串联反应, 高效地合成了一系列高度拥挤的四取代三吲哚甲烷. 该方法通过在3-乙酰基吲哚的氮原子上引入吸电子基团, 提高了3-乙酰基吲哚的反应活性, 具有原料廉价易得、底物适用性广、操作简便等优点.

关键词: 吲哚, 三吲哚甲烷, 串联反应

An efficient one-pot synthesis of highly crowded tetrasubstituted tri(indolyl)methanes has been achieved through the addition/substitution sequence of 3-acetylindoles and indoles under mild conditions. The key to the success was improving the reactivity of 3-acetylindoles by rationally installing the N-protecting groups. The salient features including easily accessible and low-cost starting materials, board substrate scope, simple operation and structurally useful products make this approach particularly attractive.

Key words: indole, tri(indolyl)methane, cascade reaction