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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

The Chemistry of 5-Oxodihydroisoxazoles. IV. Reactions of Some N-Arylisoxazol-5-ones With Nucleophiles

KH Ang, C Donati, A Donkor and RH Prager

Australian Journal of Chemistry 45(12) 2037 - 2048
Published: 1992

Abstract

The reactions of ethyl 2-aryl-5-oxo-2,5-dihydroisoxazole-4-carbolate (aryl = phenyl, isoquinolin-1-yl, 2-phenylquinazolin-4-yl and 5-nitropyridin-2-yl) with azide and primary, secondary and tertiary amines, and a number of other nucleophiles are described, and the product formation is rationalized in terms of predominant initial attack by the nucleophile at C3, or abstraction of H 3, of the isoxazole ring.

https://doi.org/10.1071/CH9922037

© CSIRO 1992

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