Copper(I)-catalyzed cascade synthesis of 2-substituted 1,3-benzothiazoles: direct access to benzothiazolones

Murru, Siva ; Mondal, Pravat ; Yella, Ramesh ; Patel, Bhisma K. (2009) Copper(I)-catalyzed cascade synthesis of 2-substituted 1,3-benzothiazoles: direct access to benzothiazolones European Journal of Organic Chemistry, 2009 (31). pp. 5406-5413. ISSN 1434-193X

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Official URL: https://onlinelibrary.wiley.com/doi/abs/10.1002/ej...

Related URL: http://dx.doi.org/10.1002/ejoc.200900711

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(3H)‐ones having an alkyl group allow easy access to 1,3‐benzothiazolones.

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