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Synthesis of Imides by Palladium-Catalyzed C[BOND]H Functionalization of Aldehydes with Secondary Amides

Authors

  • Yong-Jun Bian,

    1. Key Laboratory of Mesoscopic Chemistry of the Ministry of Education, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093 (P. R. China), Fax: (+86) 025-83686231
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  • Chao-Yue Chen,

    1. Key Laboratory of Mesoscopic Chemistry of the Ministry of Education, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093 (P. R. China), Fax: (+86) 025-83686231
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  • Prof. Zhi-Zhen Huang 

    Corresponding author
    1. Key Laboratory of Mesoscopic Chemistry of the Ministry of Education, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093 (P. R. China), Fax: (+86) 025-83686231
    2. Department of Chemistry, Zhejiang University, Hangzhou 310028 (P. R. China)
    3. State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin 300071 (P. R. China)
    • Key Laboratory of Mesoscopic Chemistry of the Ministry of Education, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093 (P. R. China), Fax: (+86) 025-83686231
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Abstract

An efficient palladium-catalyzed C[BOND]H functionalization of aldehydes with various N-substituted N-heteroarene-2-carboxamides has been developed for the synthesis of secondary imides. The reaction tolerates various functionalities, such as methoxy, fluoro, chloro, and bromo groups. A tentative radical mechanism for a PdII/PdIV catalytic cycle is proposed.

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