Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (6): 1727-1734.DOI: 10.6023/cjoc201901047 Previous Articles     Next Articles

Special Issue: 金属有机化学



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;
  • 基金资助:


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;
  • 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).

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