Umwandlung von Aldehyden in 2-monosubstituierte Aziridine. Reduktion von α-Chlor, Brom- und Sulfonyloxynitilen mit Lithiumaluminiumhydrid

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概要

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• The reductive cyclization of α-chloro, bromo- and sulfonyloxycarbonitriles are described. α-Chlorocarbonitriles were reduced by lithium aluminum hydride to afford aziridines in sufficient yields. The Walden inversion was found to take place in the cource of the reductive cyclization of <I>S</I>-α-chloroisocapronitrile. We have found the two-step conversion of aldehydes to 2-mono-substituted aziridines which consists of treating aldehydes with benzenesulfonyl chloride and alkali cyanide to form α-benzenesulfonyloxycarbonitriles which are reduced by lithium aluminum hydride to the corresponding aziridines. The reduction of α-bromocarbonitriles with the hydride yielded <I>prim.</I> amines together with the aziridines.

• 公益社団法人 日本化学会の論文

著者

• Ichimura Kunihiro

  Laboratorium für Organische Chemie, Tokio Institut für Technologies, Tokio

• Ohta Masaki

  Laboratorium für Organische Chemie, Tokio Institut für Technologies, Tokio

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• A New Synthesis of Aziridines from β-Amino Alcohols with Triphenylphosphine Dibromide
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