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Paper | Regular issue | Vol 29, No. 10, 1989, pp.1957-1964
Published online, 1st January, 1970
DOI: 10.3987/COM-89-5085
Heterocycles from Nitrile Oxides. Part V. 4-Amino-Δ2-1,2,4-oxadiazolines

Mustafa M. El-Abadelah,* Ahmad Q. Hussein, and Adel M. Awadallah

*Chemistry Department, Faculty of Science, University of Jordan, Amman 11942, Jordan

Abstract

Aryl nitrile oxides undergo 1,3-dipolar cycloaddition with alkanone hydrazones to give 4-amino-3-aryl-5,5-dialkyl-δ2-1,2,4-oxadiazolines. Lead tetraacetate oxidation of these 4-amino-δ2-1,2,4-oxadiazolines brings about smooth heteroring cracking into the corresponding nitrile, ketone, and nitrogen.