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Research Progress of Polychloroalkylation Based on C—H Bond Cleavage

  • Fen Huang ,
  • Weiwei Luo ,
  • Jun Zhou
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  • 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 date: 2022-11-16

  Revised date: 2023-02-09

  Online published: 2023-03-07

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)

Abstract

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.

Cite this article

Fen Huang , Weiwei Luo , Jun Zhou . Research Progress of Polychloroalkylation Based on C—H Bond Cleavage[J]. Chinese Journal of Organic Chemistry, 2023 , 43(7) : 2368 -2390 . DOI: 10.6023/cjoc202211018

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