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Copper(I)‐Catalyzed Cascade Synthesis of 2‐Substituted 1,3‐Benzothiazoles: Direct Access to Benzothiazolones
Author(s) -
Murru Siva,
Mondal Pravat,
Yella Ramesh,
Patel Bhisma K.
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200900711
Subject(s) - chemistry , intramolecular force , cascade , catalysis , alkyl , combinatorial chemistry , nucleophile , medicinal chemistry , stereochemistry , organic chemistry , chromatography
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)