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Palladium(II)-Catalyzed Dehydrogenative Cross-Coupling between Two Cmath image[BOND]H Bonds: Unexpected C[DOUBLE BOND]C Bond Formation

Authors

  • Gaocan Li,

    1. Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, and State Key Laboratory of Biotherapy, West China Medical School, Sichuan University, 29 Wangjiang Road, Chengdu 610064 (PR China)
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  • Shengyou Qian,

    1. Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, and State Key Laboratory of Biotherapy, West China Medical School, Sichuan University, 29 Wangjiang Road, Chengdu 610064 (PR China)
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  • Chunxia Wang,

    1. Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, and State Key Laboratory of Biotherapy, West China Medical School, Sichuan University, 29 Wangjiang Road, Chengdu 610064 (PR China)
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  • Prof. Dr. Jingsong You

    Corresponding author
    1. Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, and State Key Laboratory of Biotherapy, West China Medical School, Sichuan University, 29 Wangjiang Road, Chengdu 610064 (PR China)
    • Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, and State Key Laboratory of Biotherapy, West China Medical School, Sichuan University, 29 Wangjiang Road, Chengdu 610064 (PR China)
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  • This work was supported by grants from the National Basic Research Program of China (973 Program, 2011CB808600), and the National NSF of China (Nos 21025205, 21272160, and 21021001).

Abstract

original image

C[DOUBLE BOND]C bond construction: A palladium-catalyzed oxidative Cmath image[BOND]H/Cmath image[BOND]H cross-coupling is shown to forge C[DOUBLE BOND]C bonds rather than Cmath image[BOND]Cmath image bonds through reactions of indolin-2-ones or benzofuran-2-ones with O-benzoyl hydroxylamines in the absence of an added oxidant.

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