Organic & biomolecular chemistry

3, 4, 5-Triarylisothiazoles via C–C coupling chemistry

IC Christoforou, PA Koutentis

Index: Christoforou, Irene C.; Koutentis, Panayiotis A. Organic and Biomolecular Chemistry, 2007 , vol. 5, # 9 p. 1381 - 1390

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Citation Number: 13

Abstract

The regiocontrolled preparation of triarylisothiazoles is presented. 3-Halo-5- phenylisothiazole-4-carbonitriles, 1 (hal= Cl) and 18 (hal= I), are converted into the corresponding 4-bromo derivatives 5 (3-hal= Cl) and 24 (3-hal= I) via a Hunsdiecker strategy while the 4-iodo analogues 7 (3-hal= Cl) and 22 (3-hal= I) are prepared via a Hoffmann and Sandmeyer strategy. Regioselective Suzuki, Stille and Negishi reactions ...