Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (12): 4554-4564.DOI: 10.6023/cjoc202110037 Previous Articles     Next Articles

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芳烃三氟甲基断裂单碳氟键的反应研究进展

安辛妮a, 冯璋b, 黄林a, 杨义a,*(), 刘正立b,*()   

  1. a 四川轻化工大学化学与环境工程学院 四川自贡 643000
    b 重庆大学药学院 重庆 401331
  • 收稿日期:2021-10-25 修回日期:2021-11-30 发布日期:2021-12-08
  • 通讯作者: 杨义, 刘正立
  • 基金资助:
    国家自然科学基金(21801029); 重庆博士后科学基金(cstc2019jcyj-bshx0057); 中国博士后科学基金(2020M673121); 四川省教育厅(18CZ0024); 钒钛资源综合利用四川省重点实验室(2018FTSZ03); 大学生创新创业训练计划(S202010622050)

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

Xinni Ana, Zhang Fengb, Lin Huanga, Yi Yanga(), Zhengli Liub()   

  1. 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
  • Received:2021-10-25 Revised:2021-11-30 Published:2021-12-08
  • Contact: Yi Yang, Zhengli Liu
  • 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)

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