Highly Efficient Construction of Trifluoromethylated Heterocycles; [3+2] Annulation of N,N′-Cyclic or C,N-Cyclic Azomethine Imines with Trifluoromethyl-Containing Electron-Deficient Olefins

Authors

  • De Wang,

    1. Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, 130 Mei Long Road, Shanghai 200237, China
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  • Hong-Ping Deng,

    1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China
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  • Yin Wei,

    1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China
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  • Qin Xu,

    1. Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, 130 Mei Long Road, Shanghai 200237, China
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  • Min Shi

    1. Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, 130 Mei Long Road, Shanghai 200237, China
    2. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China
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Abstract

A highly regio- and stereoselective synthesis of pyrazolidine analogues by the use of N,N′-cyclic or C,N-cyclic azomethine imines with two different trifluoromethyl-containing olefins has been developed. The method affords highly functionalized trifluoromethyl-containing pyrazolidine analogues in excellent yields with high diastereoselectivities under mild conditions.

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