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Communication | Regular issue | Vol 19, No. 3, 1982, pp.521-524
Published online, 1st January, 1970
DOI: 10.3987/R-1982-03-0521
Meldrum’s Acid in Organic Synthesis 4. Synthesis of 5-Substituted 2-Phenylisoxazolin-3-one from N-Acylacetylphenylhydroxylamines

Kunihiko Mohri, Yuji Oikawa, Ken-ichi Hirao, and Osamu Yonemitsu

*Faculty of Pharmaceutical Sciences, Hokkaido University, Kita 12 Nishi 6, Kita-ku, Sapporo, Hokkaido 060-0812, Japan

Abstract

When N-acylacetylphenylhydroxylamines, readily prepared from phenylhydroxylamine and acyl Meldrum’s acids (5-acyl-2,2-dimethyl-1,3-dioxane-4,6-diones) were refluxed in benzene in the presence of a catalytic amount of p-toluenesulfonic acid, an acid-catalyzed dehydrative cyclization occurred smoothly to afford 5-substituted 2-phenylisoxazolin-3-ones in high yields.