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Chinese Journal of Organic Chemistry    

ARTICLE

钴催化α-三氟甲基烯烃的脱氟还原偶联反应制备偕二氟烯烃

任慧敏a,b, 茆勇军a,*, 王子超b,*, 施世良b,c,*   

  1. a上海工程技术大学 化学工程与工艺重点实验室 上海 201620;
    b中国科学院上海有机化学研究所 金属有机化学国家重点实验室 上海 200032;
    c宁波中科新材料创制中心,宁波 31500
  • 收稿日期:2026-06-18 修回日期:2026-07-20

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

Ren Huimina,b, Mao Yongjuna,*, Wang Zi-Chaob,*, Shi Shi-Liangb,*   

  1. 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:2026-06-18 Revised:2026-07-20
  • Contact: *E-mail: yjmao@sues.edu.cn; wangzichao@sioc.ac.cn; shiliangshi@sioc.ac.cn
  • 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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Supporting Info.

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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