KOH-Mediated Synthesis of Substituted Isothiazoles via Two-Component Annulation with Dithioate and Aryl Acetonitrile.

J Org Chem

School of Chemical Sciences, National Institute of Science Education and Research (NISER), Bhubaneswar, an OCC of Homi Bhabha National Institute, Bhubaneswar-752050, Odisha, India.

Published: September 2024

We report a simple synthetic method for obtaining 3-hydroxy-4,5-disubstituted isothiazoles utilizing dithioester and aryl acetonitrile. The isothiazoles obtained in this method involve the formation of new C-C, C-O, and N-S bonds in one step using a simple base such as KOH under aerial conditions. The 3-hydroxy-4,5-disubstituted isothiazole was successfully employed for further functionalization. The strategy provides high selectivity for the synthesis of isothiazoles, which may have applications in pharmaceuticals, organic materials, and agrochemicals in both academic and industrial settings.

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http://dx.doi.org/10.1021/acs.joc.4c01222DOI Listing

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