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Non-reductive decyanation reactions of disubstituted malononitrile derivatives promoted by NaHMDS
Authors:Daisuke Domon  Masaru Iwakura  Keiji Tanino
Institution:1. Graduate School of Chemical Sciences and Engineering, Hokkaido University, Sapporo 060-0810, Japan;2. Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan
Abstract:A new method for achieving the decyanation of disubstituted malononitrile derivatives without using reducing agents has been developed. Treatment of a six-membered malononitrile derivative with NaHMDS followed by methanol afforded the corresponding acetonitrile derivative in high yield. The present method was applicable to the decyanation reactions of a variety of malononitriles including four- and five-membered compounds as well as acyclic ones.
Keywords:Malononitrile  Decyanation  Nitrile  Addition reaction  Alkylation
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