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Synthesis of unsymmetrical benzils using N-heterocyclic carbene catalysis
Authors:Yumiko Suzuki  Abu BakarTakashi Tanoi  Naoko NomuraMasayuki Sato
Affiliation:School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan
Abstract:In this paper, we propose a novel and efficient method for the preparation of various unsymmetrical benzils. We first demonstrate the nucleophilic aroylation of N-phenylbenzimidoyl chlorides with aromatic aldehydes using N-heterocyclic carbene as the catalyst to afford 1-aryl-2-phenyl-2-(phenylimino)ethanones. These iminoethanones were then converted to 1,2-diaryl-1,2-diketones by acid-promoted hydrolysis.
Keywords:N-Heterocyclic carbene   Organocatalysis   Unsymmetrical benzil   Nucleophilic aroylation
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