Bu4NI-Catalyzed C[BOND]O Bond Formation by Using a Cross-Dehydrogenative Coupling (CDC) Reaction

Authors

  • Long Chen,

    1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow (Suzhou) University, Suzhou 215123 (P.R. China), Fax: (+86) 512-6588-0334
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  • Erbo Shi,

    1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow (Suzhou) University, Suzhou 215123 (P.R. China), Fax: (+86) 512-6588-0334
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  • Zhaojun Liu,

    1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow (Suzhou) University, Suzhou 215123 (P.R. China), Fax: (+86) 512-6588-0334
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  • Shulin Chen,

    1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow (Suzhou) University, Suzhou 215123 (P.R. China), Fax: (+86) 512-6588-0334
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  • Wei Wei,

    1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow (Suzhou) University, Suzhou 215123 (P.R. China), Fax: (+86) 512-6588-0334
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  • Hong Li,

    1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow (Suzhou) University, Suzhou 215123 (P.R. China), Fax: (+86) 512-6588-0334
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  • Kai Xu,

    1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow (Suzhou) University, Suzhou 215123 (P.R. China), Fax: (+86) 512-6588-0334
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  • Prof. Dr. Xiaobing Wan

    Corresponding author
    1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow (Suzhou) University, Suzhou 215123 (P.R. China), Fax: (+86) 512-6588-0334
    2. State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000 (China)
    • Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow (Suzhou) University, Suzhou 215123 (P.R. China), Fax: (+86) 512-6588-0334
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Abstract

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The crème de la crème! A practical and simple Bu4NI-catalyzed C[BOND]O bond formation was achieved by using a cross-dehydrogenative coupling (CDC) reaction with tert-butyl hydroperoxide (TBHP) as the ultimate oxidant (see scheme; R1=aryl, heteroaryl, alkyl; R2, R3=alkyl, alkyl halide). This approach is the most straightforward method to date for the synthesis of α-acyloxy ethers. A plausible mechanism has been proposed.

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