Synthesis of unsymmetrical benzils using N-heterocyclic carbene catalysis |
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Authors: | Yumiko Suzuki Abu BakarTakashi Tanoi Naoko NomuraMasayuki Sato |
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Affiliation: | School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan |
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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. |
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Keywords: | N-Heterocyclic carbene Organocatalysis Unsymmetrical benzil Nucleophilic aroylation |
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