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Chinese Journal of Organic Chemistry >

2021 , Vol. 41 >Issue 12: 4554 - 4564

DOI: https://doi.org/10.6023/cjoc202110037

REVIEWS

Recent Advances in the Single C—F Bond Cleavage Reactions of Trifluoromethylarenes

  • Xinni An ,
  • Zhang Feng ,
  • Lin Huang ,
  • Yi Yang ,
  • Zhengli Liu
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  • a College of Chemistry and Environmental Engineering, Sichuan University of Science and Engineering, Zigong, Sichuan 643000
    b School of Pharmaceutical Sciences, Chongqing University, Chongqing 401331
* Corresponding authors. E-mail: ;

Received date: 2021-10-25

  Revised date: 2021-11-30

  Online published: 2021-12-08

Supported by

National Natural Science Foundation of China(21801029); Chongqing Postdoctoral Science Foundation(cstc2019jcyj-bshx0057); China Postdoctoral Science Foundation(2020M673121); Education Department of Sichuan Province(18CZ0024); Key Laboratory of Vanadium and Titanium of Sichuan Province(2018FTSZ03); College Students’ Innovation and Entrepreneurship Training Program(S202010622050)

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Abstract

Trifluoromethylarene compounds are readily available, and the highly selective cleavage of one C(sp3)—F bond in trifluoromethyl group is an important strategy to access pharmaceutical molecules containing the gem-difluoro groups. However, there are still some challenges in this field, such as the difficulty in activating the C(sp3)—F bond and the highly selective cleavage of the single C(sp3)—F bond. In recent years, efficient methods for the construction of gem-difluoro groups have been developed through the transformation of trifluoromethyl group, in which difluoroalkyl radicals or difluoromethyl carbocation intermediates are alway involved. The recent research progress in this field is summarized based on the cleavage strategies of trifluoromethyl group.

Key words： selective cleavage of C—F bond; trifluoromethylarenes; difluoroalkyl radical

Cite this article

Xinni An , Zhang Feng , Lin Huang , Yi Yang , Zhengli Liu . Recent Advances in the Single C—F Bond Cleavage Reactions of Trifluoromethylarenes[J]. Chinese Journal of Organic Chemistry, 2021 , 41(12) : 4554 -4564 . DOI: 10.6023/cjoc202110037

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