Non-reductive decyanation reactions of disubstituted malononitrile derivatives promoted by NaHMDS |
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Authors: | Daisuke Domon Masaru Iwakura Keiji Tanino |
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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 |
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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. |
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Keywords: | Malononitrile Decyanation Nitrile Addition reaction Alkylation |
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