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An Efficient Method for Sterically Demanding Suzuki–Miyaura Coupling Reactions

Authors

  • Qing Zhao,

    1. State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences (P. R. China)
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  • Chengxi Li,

    1. State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences (P. R. China)
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  • Dr. Chris H. Senanayake,

    1. Chemical Development, Boehringer Ingelheim Pharmaceuticals Inc, Ridgefield, CT06877 (USA)
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  • Prof. Dr. Wenjun Tang

    Corresponding author
    1. State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences (P. R. China)
    • State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences (P. R. China)
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Abstract

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An efficient method for sterically demanding Suzuki–Miyaura coupling reactions has been developed with two catalysts, Pd/BI-DIME (see scheme) and Pd/phenanthrene-based ligand. The Pd/BI-DIME catalyst facilitates the syntheses of extremely hindered biaryls bearing ortho-isopropyl substituents. The other catalyst is efficient for the synthesis of functionalized tetra-ortho-substituted biaryls at low catalyst loadings.

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