Synthesis of 3-Aminoisoxazoles via the Addition− Elimination of Amines on 3-Bromoisoxazolines

…, S Lauzon, SJ Dolman, SG Ouellet, G Hughes

Index: Girardin, Melina; Alsabeh, Pamela G.; Lauzon, Sophie; Dolman, Sarah J.; Ouellet, Stephane G.; Hughes, Greg Organic Letters, 2009 , vol. 11, # 5 p. 1159 - 1162

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Citation Number: 23

Abstract

A novel two-step procedure for the synthesis of 3-amino-5-substituted-isoxazoles is described. In the presence of a base, readily available 3-bromoisoxazolines react with amines to afford 3-aminoisoxazolines. An oxidation protocol was developed for these heterocycles to provide 3-aminoisoxazoles in consistently high yield.