The Journal of Organic Chemistry

Synthesis of isoxazoles and isothiazoles from. alpha.-oxo ketene dithioacetals

RK Dieter, HJ Chang

Index: Dieter, R. Karl; Chang, Hsiu Ju Journal of Organic Chemistry, 1989 , vol. 54, # 5 p. 1088 - 1092

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Citation Number: 18

Abstract

Background Isoxazoles are most frequently prepared by reaction of 1, 3-diketones with hydroxylamine (eq lh5 The procedure works well for symmetrical 1, 3-diketones and can be extended to unsymmetrical 1, 3-diketones that have alkyl groups of moderately different steric bulk attached to the carbonyl carbons. If the two alkyl groups are of similar steric bulk, a mixture of regioisomers is~ btained.~,~ More recently, Olofson7* has addressed this ...