Copper(I)‐Catalyzed Cascade Synthesis of 2‐Substituted 1,3‐Benzothiazoles: Direct Access to Benzothiazolones

Abstract

Abstract An efficient cascade process for the preparation of 2‐substituted 1,3‐benzothiazoles directly from 2‐haloaryl isothiocyanates and O or S nucleophiles by a Cu‐catalyzed, intramolecular, C–S bond formation has been developed. This cascade method is viable for the efficient syntheses of both O‐ and S‐substituted 1,3‐benzothiazoles. Furthermore, 1,3‐benzothiazol‐2(3 H )‐ones having an alkyl group allow easy access to 1,3‐benzothiazolones. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)