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Silver-Catalyzed Hydrotrifluoromethylation of Unactivated Alkenes with CF3SiMe3

Authors

  • Xinyue Wu,

    1. Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 (China)
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  • Dr. Lingling Chu,

    1. Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 (China)
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  • Prof. Dr. Feng-Ling Qing

    Corresponding author
    1. Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 (China)
    2. College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai 201620 (China)
    • Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 (China)===

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  • This work was supported by the National Natural Science Foundation of China (21072028, 21272036) and the National Basic Research Program of China (2012CB21600).

Abstract

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A silver bullet: The title reaction results in selective formation of trifluoromethylated alkanes, and is in contrast to the previously reported transition-metal-catalyzed trifluoromethylation of olefins to generate a series of trifluoromethylated allylic compounds. Preliminary mechanistic investigations indicate that the current hydrotrifluoromethylation proceeds through a pathway involving a CF3 radical species.

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