Reactions of Some Olefins with <I>N</I>-Chlorourea in the Presence of Acetonitrile

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概要

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• A new three-component reaction of <I>N</I>-chlorourea, olefins and acetonitrile is reported. Styrene gives <I>N</I>-(1-ureidoethylidene)-2-choro-1-phenylethylamine, <I>N</I>-(2-chloro-1-phenylethyl)acetamide and 4-phenyl-2-oxazolidone. Addition proceeds in a Markovnikov manner as shown by structural evidence. Cyclohexene gives <I>N</I>-(1-ureiodoethylidene)-2-chlorocyclohexylamine and <I>N</I>-(2-chlorocyclohexyl)acetamide. The stereochemistry of the reaction has been shown to be trans as demonstrated by chemical and physical evidence. Mechanisms for the reaction are proposed.

• 公益社団法人 日本化学会の論文

著者

• Oda Ryohei

  Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University

• Wada Yasuo

  Koei Chemical Co.

関連論文

• Reactions of benzyne-silver cation complex with substituted benzenes.
• Reactions of benzyne with substituted benzenes.
• Reactions of Some Olefins with N-Chlorourea in the Presence of Acetonitrile

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