A novel and convenient synthesis of 5-aryl-4-bromo-3-carboxyisoxazoles: useful intermediates for the solid-phase synthesis of 4, 5-diarylisoxazoles

JJ Letourneau, C Riviello, MHJ Ohlmeyer

Index: Letourneau, Jeffrey J.; Riviello, Christopher; Ohlmeyer, Michael H.J. Tetrahedron Letters, 2007 , vol. 48, # 10 p. 1739 - 1743

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Citation Number: 12

Abstract

A novel synthesis of 5-aryl-4-bromo-3-carboxyisoxazoles employing a [3+ 2] cycloaddition of a nitrile N-oxide with 2-aryl-1-bromoalkynes as the key step is described. The utility of these 5-aryl-4-bromo-3-carboxyisoxazoles in the solid-phase synthesis of 4, 5-diarylisoxazoles is demonstrated.