有机化学 ›› 2016, Vol. 36 ›› Issue (2): 325-329.DOI: 10.6023/cjoc201509008 上一篇    下一篇

研究论文

无金属催化N-芳基丙烯酰胺的多氯甲基化/环化反应

盛卫坚, 金城安, 单尚, 贾义霞, 高建荣   

  1. 浙江工业大学化学工程学院 杭州 310014
  • 收稿日期:2015-09-06 修回日期:2015-10-23 出版日期:2016-02-25 发布日期:2015-11-03
  • 通讯作者: 贾义霞 E-mail:yxjia@zjut.edu.cn
  • 基金资助:

    国家自然科学基金(Nos. 21372202, 21522207)、新世纪优秀人才支持计划(No. NCET-12-1086)、浙江省杰出青年科学基金(No. R14B020005)资助项目

Metal-Free Polychloromethylation/Cyclization of N-Aryl Acrylamides

Sheng Weijian, Jin Cheng'an, Shan Shang, Jia Yixia, Gao Jianrong   

  1. College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014
  • Received:2015-09-06 Revised:2015-10-23 Online:2016-02-25 Published:2015-11-03
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21372202, 21522207), the New Century Excellent Talents in University (No. NCET-12-1086), and the Zhejiang Natural Science Fund for Distinguished Young Scholars (No. R14B020005)

以过氧苯甲酰为氧化剂, 氯仿或二氯甲烷为多氯甲基源, 在与N-芳基丙烯酰胺的反应中通过自由基加成环化, 合成了一系列多氯甲基取代的2-吲哚酮类化合物. 反应无需金属催化剂, 简单高效, 底物范围较广.

关键词: 过氧苯甲酰, 多氯甲基化, 自由基, 2-吲哚酮

A simple and metal-free radical addition/cyclization reaction of N-aryl acrylamides with CHCl3 or CH2Cl2 as radical source in the presence of benzoyl peroxide (BPO) as oxidant is developed, which affords polychloromethylated 2-oxindoles in moderate to good yields.

Key words: benzoyl peroxide, polychloromethylation, radical, oxindole