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Chinese Journal of Organic Chemistry >

0 202606022

DOI: https://doi.org/10.6023/cjoc202606022

ARTICLE

Synthesis of gem-Difluoroalkenes via Cobalt-Catalyzed Defluorinative Reductive Coupling of α‑Trifluoromethyl Alkenes

  • Ren Huimin ,
  • Mao Yongjun ,
  • Wang Zi-Chao ,
  • Shi Shi-Liang
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  • aCollege of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, Shanghai, 201620;
    bState Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Shanghai 200032;
    cNingbo Zhongke Creation Center of New Materials, Ningbo 31500

Received date: 2026-06-18

  Revised date: 2026-07-20

  Online published: 2026-08-17

Supported by

National Natural Science Foundation of China (22325110, 22401288); The Strategic Priority Research Program of the Chinese Academy of Sciences (XDB0610000, XDA0540000); The Shanghai Science and Technology Committee (24ZR1479000); The Ningbo Natural Science Foundation (2022J017).

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Abstract

gem-Difluoroalkenes represent an important class of organic compounds, and the reductive alkylation of α-trifluoromethyl alkenes serves as a straightforward and efficient synthetic strategy to access these structures. In this work, we report a ligand-free reductive alkylation of α-trifluoromethyl alkenes using inexpensive cobalt as the catalyst, eliminating the requirement for external supporting ligands. This transformation demonstrates excellent functional group compatibility as well as good tolerance towards heterocyclic moieties, and is compatible with primary, secondary, and tertiary alkyl halide coupling partners. A diverse array of gem-difluoroalkene products was obtained in moderate to excellent yields, and gram-scale experiments further confirm the scalability of this protocol. Overall, this cobalt-catalyzed system features the advantages of practicality and high efficiency for the construction of gem-difluoroalkenes.

Key words： gem-difluoroalkenes; α‑trifluoromethyl alkenes; cobalt catalysis; reductive alkylation

Cite this article

Ren Huimin , Mao Yongjun , Wang Zi-Chao , Shi Shi-Liang . Synthesis of gem-Difluoroalkenes via Cobalt-Catalyzed Defluorinative Reductive Coupling of α‑Trifluoromethyl Alkenes[J]. Chinese Journal of Organic Chemistry, 0 : 202606022 . DOI: 10.6023/cjoc202606022

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