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Copper-Catalyzed Regioselective Fluorination of Allylic Halides

Authors

  • Zuxiao Zhang,

    1. State Key Laboratory of Organometallic Chemistry, Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 (China)
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    • These authors contributed equally to this work.

  • Fei Wang,

    1. State Key Laboratory of Organometallic Chemistry, Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 (China)
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    • These authors contributed equally to this work.

  • Xin Mu,

    1. State Key Laboratory of Organometallic Chemistry, Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 (China)
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  • Dr. Pinhong Chen,

    1. State Key Laboratory of Organometallic Chemistry, Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 (China)
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  • Prof. Dr. Guosheng Liu

    Corresponding author
    1. State Key Laboratory of Organometallic Chemistry, Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 (China)
    • State Key Laboratory of Organometallic Chemistry, Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 (China)
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  • We are grateful for financial support from the National Natural Science Foundation of China (21225210, 21121062, and 20923005), the National Basic Research Program of China (973-2009CB825300), and the “Hundred Talent Program” of Chinese Academy of Science. P.H.C. also thanks the final support from Key Laboratory of Functional Small organic molecule (No. KLFS-KF-201202).

Abstract

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Group activity: A novel copper-catalyzed fluorination of internal allylic bromides and chlorides has been developed by using Et3N⋅3 HF as the fluorine source. A functional group (FG) within the substrate is required to achieve the allylic fluorination, and a variety of secondary allylic fluoride compounds can be accessed in good yield with excellent regioselectivity.

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