Journal of heterocyclic chemistry

Synthesis of heterocyclic compounds XLIX. An unexpected synthesis of isoxazolamines

JA Ciller, C Seoane, JL Soto

Index: Ciller, J. A.; Seoane, C.; Soto, J. L. Journal of Heterocyclic Chemistry, 1985 , vol. 22, p. 1663 - 1665

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Citation Number: 8

Abstract

Abstract Reaction of 3-aryl-1-phenyl-2-nitropropenones 1 with potassium cyanide leads to 4- aryl-3-benzoyl-5-isoxazo-lamines 5 in a one-step process involving the formal reduction of the nitro group followed by nucleophilic attack at the cyano group. Treatment of the isoxazolamine with an aromatic aldehyde yields the corresponding N- arylideneisoxazolamine.