Tetrahedron Letters

Reactivity of the ester group attached isoxazoline, benzisoxazole, and isoxazole: a facial preparation of 3-acyl-substituted these heterocycles

K Murai, S Miyazaki, H Fujioka

Index: Murai, Kenichi; Miyazaki, Shuji; Fujioka, Hiromichi Tetrahedron Letters, 2012 , vol. 53, # 29 p. 3746 - 3749

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Citation Number: 7

Abstract

A facile preparation of 3-acyl-substituted isoxazolines, benzisoxazoles, and isoxazoles from the corresponding 3-carboxylate esters is described. The process, involving reaction of the ester derivative of 3-carboxylic acid substituted heterocycles with Grignard or alkynyl lithium reagents, leads to direct generation of the corresponding 3-acyl heterocycle. The presence of α-imino ester moieties in the heterocyclic substrates for the reactions is thought to be a ...