Chinese Journal of Organic Chemistry ›› 2023, Vol. 43 ›› Issue (7): 2368-2390.DOI: 10.6023/cjoc202211018 Previous Articles     Next Articles



黄芬, 罗维纬, 周俊*()   

  1. 长沙理工大学化学化工学院 电力与交通材料保护湖南省重点实验室 细胞化学湖南省重点实验室 长沙 410114
  • 收稿日期:2022-11-16 修回日期:2023-02-09 发布日期:2023-03-06
  • 通讯作者: 周俊
  • 基金资助:
    国家自然科学基金基金(21801023); 长沙市科技局项目(kq2004070); 电力与交通材料保护湖南省重点实验室(2020CL03)

Research Progress of Polychloroalkylation Based on C—H Bond Cleavage

Fen Huang, Weiwei Luo, Jun Zhou()   

  1. Hunan Provincial Key Laboratory of Materials Protection for Electric Power and Transportation, Hunan Provincial Key Laboratory of Cytochemistry, School of Chemistry and Chemical Engineering, Changsha University of Science and Technology, Changsha 410114
  • Received:2022-11-16 Revised:2023-02-09 Published:2023-03-06
  • Contact: Jun Zhou
  • Supported by:
    National Natural Science Foundation of China(21801023); Changsha Municipal Science and Technology Project(kq2004070); Hunan Provincial Key Laboratory of Materials Protection for Electric Power and Transportation(2020CL03)

Polychlorinated hydrocarbons are particularly important in organic synthesis and chemical industries, especially in the fields of pharmaceuticals and materials, which have attracted wide attention of chemists and given birth to various methods for the synthesis of chlorinated organic compounds. The introduction of polychloroalkyl can be used as key component to change the drug activity of the compound. At the same time, polychloroalkyl can be used as precursors to transform into aldehydes, ketones, carboxylic acids and other functional groups with different functions, providing strong support for the realization of late synthesis and modification of natural products. The strategy of constructing polychlorinated compounds by breaking C—H bonds in polychloroalkanes has become a hot research topic among chemists due to its high step economy and has made significant progress in research. In this paper, the use of dichloromethane and trichloromethane as precursors of polychloroalkyl is summarized, starting from different reaction systems (transition metal catalyzed, visible light mediated, metal-free involved), the relevant work of polychloroalkylation reactions based on C—H bond breaking strategy in the last decade is reviewed, and the reaction design, mechanism research, and research prospects are reviewed.

Key words: polychlorinated alkylation, chlorinated alkanes, radical reaction, C—H bond cleavage