有机化学 ›› 2019, Vol. 39 ›› Issue (6): 1727-1734.DOI: 10.6023/cjoc201901047 上一篇    下一篇

所属专题: 金属有机化学

研究论文

无金属催化非活化烯烃的多氯甲基化/芳基化自由基反应合成含多氯甲基吲哚啉

李文兰a, 孙一茼b, 姚永超b, 许颖a, 李鹏c, 刘颖杰a, 梁德强b   

  1. a 哈尔滨商业大学生命科学与环境科学研究中心 哈尔滨 150076;
    b 昆明学院化学科学与技术系 昆明 650214;
    c 黑龙江护理高等专科学校 哈尔滨 150000
  • 收稿日期:2019-01-28 修回日期:2019-03-12 出版日期:2019-06-25 发布日期:2019-04-08
  • 通讯作者: 刘颖杰, 梁德强 E-mail:liuyj691@nenu.edu.cn;liangdq695@nenu.edu.cn
  • 基金资助:

    国家自然科学基金(No.21702083)、云南省高校科技创新团队支持计划、黑龙江省创新人才项目(No.UNPYSCT-2016181)、哈尔滨创新人才(No.2015RAQXJ061)资助项目.

Synthesis of Polychloromethyl-Containing Indolines via Metal-Free Radical Arylpolychloromethylation of Unactivated Alkenes

Li Wenlana, Sun Yitongb, Yao Yongchaob, Xu Yinga, Li Pengc, Liu Yingjiea, Liang Deqiangb   

  1. a Research Center on Life Sciences and Environmental Sciences, Harbin University of Commerce, Harbin 150076;
    b Department of Chemistry, Kunming University, Kunming 650214;
    c Heilongjiang Nursing College, Harbin 150000
  • Received:2019-01-28 Revised:2019-03-12 Online:2019-06-25 Published:2019-04-08
  • Contact: 10.6023/cjoc201901047 E-mail:liuyj691@nenu.edu.cn;liangdq695@nenu.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21702083), the Program for Innovative Research Team (in Science and Technology) in Universities of Yunnan Province, the Program of Young Innovators of Education Department of Heilongjiang Province (No. UNPYSCT-2016181), and the Innovation Talents Foundation of Harbin of China (No. 2015RAQXJ061).

N-烯丙基芳胺在非金属催化条件下,发生多氯甲基化/环化串联反应生成多氯甲基取代的吲哚啉.该反应以非活化的烯烃为自由基受体,过氧化二异丙苯(DCP)为引发剂,廉价的二氯甲烷、氯仿、四氯化碳溶剂作为二氯甲基化或三氯甲基化试剂,且具有操作简单、条件温和、成本低、底物适用范围广等优点.

关键词: 非活化烯烃, 多氯甲基化, 吲哚啉, 自由基反应

A metal-free polychloromethylation/cyclization cascade of N-allyl anlines is presented, which provides an access to polychloromethyl-substituted indolines with unactivated alkenes as radical acceptors and dicumyl peroxide (DCP) as the initiator. The inexpensive solvents of polychoromethanes (i.e., CH2Cl2, CHCl3 and CCl4) were used in the reaction as di-or trichloromethylating agents. This work has advantages of easy operation, mild conditions, low cost, and broad substrate scope.

Key words: unactivated alkenes, polychloromethylation, indolines, radical reaction