New regiospecific isothiazole C–C coupling chemistry

IC Christoforou, PA Koutentis

Index: Christoforou, Irene C.; Koutentis, Panayiotis A. Organic and Biomolecular Chemistry, 2006 , vol. 4, # 19 p. 3681 - 3693

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Citation Number: 25

Abstract

Regioselective palladium catalysed coupling reactions are achieved in good to high yields, starting from either 3, 5-dichloro-or 3, 5-dibromoisothiazole-4-carbonitriles 1 and 2, providing 3-halo-5-(hetero/aryl, alkenyl and alkynyl) isothiazoles 3, 4, 6–9 from Stille couplings, 3-halo-5-(hetero/arylethynyl) isothiazoles 14–19 from Sonogashira and 5, 5′-bi (3-chloroisothiazole-4-carbonitrile)(13) from an Ullmann type coupling. 3, 5- ...