Palladium-Catalyzed C[BOND]P Cross-Coupling of Arylhydrazines with H-Phosphonates via C[BOND]N Bond Cleavage

Authors

  • Wentao Xu,

    1. Department of Chemical & Biochemical Engineering, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, Fujian, People's Republic of China, Fax: (+86)-592-218-6198
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  • Gaobo Hu,

    1. Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, Fujian, People's Republic of China, Fax: (+86)-592-218-5780
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  • Pengxiang Xu,

    1. Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, Fujian, People's Republic of China, Fax: (+86)-592-218-5780
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  • Yuxing Gao,

    Corresponding author
    1. Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, Fujian, People's Republic of China, Fax: (+86)-592-218-5780
    • Yuxing Gao, Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, Fujian, People's Republic of China, Fax: (+86)-592-218-5780

      Yingwu Yin, Department of Chemical & Biochemical Engineering, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, Fujian, People's Republic of China, Fax: (+86)-592-218-6198

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  • Yingwu Yin,

    Corresponding author
    1. Department of Chemical & Biochemical Engineering, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, Fujian, People's Republic of China, Fax: (+86)-592-218-6198
    • Yuxing Gao, Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, Fujian, People's Republic of China, Fax: (+86)-592-218-5780

      Yingwu Yin, Department of Chemical & Biochemical Engineering, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, Fujian, People's Republic of China, Fax: (+86)-592-218-6198

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  • Yufen Zhao

    1. Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, Fujian, People's Republic of China, Fax: (+86)-592-218-5780
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Abstract

A novel and efficient methodology that allows for the construction of C[BOND]P bonds via the palladium-catalyzed oxygen-based oxidative cross-coupling of various arylhydrazines with H-phosphonates leading to valuable arylphosphonates has been developed with the use of O2 as the green oxidant; the method has broad substrate applicability and furnishes good to excellent yields. This protocol is the first example of a transition metal-catalyzed C[BOND]P bond formation between arylhydrazines and H-phosphonates via unactivated aryl C[BOND]N bond cleavage.

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