A new and efficient synthesis of substituted 2-amino-1,3,4-oxadiazoles from isothiocyanates and hydrazides

Abstract

1,3,4-Oxadiazoles are privileged heterocyclic scaffolds with broad bioactivities, holding significant importance in pharmaceutical and agrochemical discovery. Herein, we report a novel, efficient, and simple synthetic route to 2-amino-1,3,4-oxadiazoles via NaOH-mediated desulfurative cyclization of hydrazides and isothiocyanates under mild reaction conditions. This developed methodology features broad substrate tolerance, excellent yields, operational simplicity, and mild conditions, providing a straightforward pathway for versatile syntheses of valuable 1,3,4-oxadiazole derivative. Consequently, the present reaction opens an alternative path for the preparation of 1,3,4-oxadiazoles via regioselective cyclization hydrazides and isothiocyanates.