An efficient approach to access 2,5-disubstituted 1,3,4-oxadiazoles by oxidation of 2-arenoxybenzaldehyde N-acyl hydrazones with molecular iodine

Abstract

An oxidative cyclization of 2-arenoxybenzaldehyde N-acyl hydrazones 3 a-o was employed to synthesize new 2,5-disubstituted 1,3,4-oxadiazole compounds 4 a-d, 4 f-i, 4 k-n. This method involves oxidative cyclization of 2-arenoxybenzaldehyde N-acyl hydrazones 3 a-o with molecular iodine mediated catalysis in which potassium carbonate served as a base. Characterization of all the synthesized novel compounds involved, proton and carbon NMR, mass spectrometry, and CHN elemental analysis. The synthesis of novel 2,5-disubstituted 1,3,4-oxadiazoles may display potential to provide pharmacologically important heterocyclic compounds.