A convenient synthesis of 5-substituted 2-amino-1,3,4-oxadiazoles from corresponding acylthiosemicarbazides using iodine and Oxone®

Abstract

A convenient methodology has been developed for the synthesis of substituted 2-amino-1,3,4-oxadiazoles from corresponding acylthiosemicarbazides using catalytic amount of iodine/KI in the presence of Oxone® as a bulk oxidant. This offers the advantage of short reaction times and substrate variability which is suitable for the rapid production of analogues required for lead optimisation programmes. The method could also be useful for large-scale synthesis because of the mild reaction conditions and the use commercially inexpensive and safe reagents.