CeO2-catalyzed Transformations of Nitriles and Amides

  • Masazumi Tamura
    Department of Applied Chemistry, School of Engineering, Tohoku University
  • Ken-ichi Shimizu
    Catalysis Research Center, Hokkaido University
  • Atsushi Satsuma
    Department of Molecular Design and Engineering, Graduate School of Engineering, Nagoya University

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Abstract

<jats:title>Abstract</jats:title> <jats:p>Recently, cerium oxides have been extensively used as heterogeneous catalysts for green organic reactions. This review describes recent progress in such reactions, with a focus on our studies on pure CeO2-catalyzed reactions of nitriles and amides with nucleophiles (H2O, alcohols, and amines). Hydration of nitriles to amides in water, one-pot ester synthesis from nitriles and alcohols, one-pot synthesis of N-alkylamides from nitriles with amines, and synthesis of N-alkylamides from amides and amines (transamidation) are selectively catalyzed by CeO2 under aqueous or solvent-free conditions. Mechanistic studies suggest that a cooperation of Lewis acid site (Ce4+ cation) and acid–base (Ce–O) pair site plays essential roles in the catalytic reactions.</jats:p>

Journal

  • Chemistry Letters

    Chemistry Letters 41 (11), 1397-1405, 2012-11

    Oxford University Press (OUP)

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