INTRA- AND INTERMOLECULAR THERMAL TRANSFORMATIONS OF 2-ACYL- AND 2-ALKOXYCARBONYL-N-PHTHALIMIDOAZIRIDINES

Abstract

Heating 2-acyl- and 2-alkoxycarbonyl-N-phthalimidoaziridines leads to substituted oxazoles in 45-65% yield. Only esters of oxazolecarboxylic acids are formed when the aziridine contains acyl and alkoxy groups. The thermolysis of the same aziridines in the presence of N-phenylmaleimide and the dimethyl ester of acetylenedicarboxylic acid gives both oxazoles and the products of 1,3-dipolar cycloaddition from aziridines with two substituents at the carbon atoms but only oxazoles from trisubstituted aziridines.

How to Cite
Kuznetsov, M. A.; Voronin, V. V. Chem. Heterocycl. Compd. 2011, 47(2), 173. [Khim. Geterotsikl. Soedin. 2011, 219.]

For this article in the English edition see DOI 10.1007/s10593-011-0738-8