Volume 29, Issue 1
Heterocyclic Compounds
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ChemInform Abstract: Chemistry of 5-Oxodihydroisoxazoles. Part 17. Acylation of 5-Oxodihydroisoxazoles.

R. H. PRAGER

R. H. PRAGER

Dep. Chem., Flinders Univ., Adelaide, South Aust. 5001, Australia

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J. A. SMITH

J. A. SMITH

Dep. Chem., Flinders Univ., Adelaide, South Aust. 5001, Australia

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B. WEBER

B. WEBER

Dep. Chem., Flinders Univ., Adelaide, South Aust. 5001, Australia

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C. M. WILLIAMS

C. M. WILLIAMS

Dep. Chem., Flinders Univ., Adelaide, South Aust. 5001, Australia

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First published: 24 June 2010

Abstract

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ChemInform Abstract

Acylation of isoxazolones (I) yields N- and O-acylated products (III) and (IV), resp., in ratios strongly depending on the nature of the substituents present at the isoxazolone ring. Aliphatic acid chlorides generally give N-acylated products (III), while aroyl chlorides give significant proportions of O-acylated products (IV), if there is no electron withdrawing substituent at C-4.

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