Reactions of thiocarboxylic acids with oximes and nitrones. A new synthesis of thiones.
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概要
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The reactions of ketone derivatives containing carbon-nitrogen double bond such as oximes (<B>3</B>), <I>N</I>-alkyloximes (nitrones, <B>11</B>), oxime <I>O</I>-alkyl ethers, phenylhydrazones and semicarbazones with thiocarboxylic acids were studied for the purpose of preparing thioketones. Both <B>3</B> and <B>11</B> reacted with thiocarboxylic acids to give thioketones in good yields. The reaction did not proceed in the cases of other ketone derivatives, the starting materials being recovered. The reaction of benzophenone oxime with thiobenzoic acid gave thiobenzophenone, dibenzoyl disulfide and ammonium benzoate, while that of benzophenone-<I>N</I>-methylnitrone with thioacetic acid gave thiobenzophenone and <I>N</I>-acetyl-<I>N</I>-methylhydroxylamine. The mechanisms of these reactions are presented.
- 公益社団法人 日本化学会の論文
著者
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Kimura Kazuhiko
Department Of Animal Husbandry Faculty Of Agriculture Tohoku University
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Motoki Shinichi
Department Of Chemistry Faculty Of Science Science University Of Tokyo
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Niwa Hiroaki
Department of Chemistry, Faculty of Science, Science University of Tokyo
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