HETEROCYCLES

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■ Molecular Rearrangements in Heterocyclic Synthesis. A Generalized Synthesis of 1,2,4-thiadiazoles from 3-Acylamino-1-oxa-2-azoles

Silvestre Buscemi and Nicolò Vivona*

*Dipartimento di Chimica Organica, Università digli Studi di Palermo, Via Archirafi 20 90123 Palermo, Italy

Abstract

The sulfuriaztion reaction of some 3-acylamino-1-oxa-2-azoles (1,2,4-oxadiazoles, isoxazoles and 1,2,5-oxadiazoles) with the Lawesson reagent has been investigated. A generalized methodology for the synthesis of 5-aryl-/alkyl-3-substituted 1,2,4-thiadiazoles via molecular rearrangement of the corresponding thioamides has been pointed out.