Tetrahedron

An efficient phosphine-free palladium coupling for the synthesis of new 2-arylbenzo [b] thiophenes

JFD Chabert, L Joucla, E David, M Lemaire

Index: Dit Chabert, Jeremie Fournier; Joucla, Lionel; David, Emilie; Lemaire, Marc Tetrahedron, 2004 , vol. 60, # 14 p. 3221 - 3230

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Citation Number: 85

Abstract

Straightforward and rapid access to 2-arylbenzo [b] thiophenes has been developed. It involved a catalytic coupling of 3-activated benzo [b] thiophenes with several aryl halides in the presence of a phosphine-free palladium system. In case of fragile functional groups such as aldehydes, a quaternary ammonium was used as an additive as with the other substrates, the coupling performed better and faster in the presence of a crown ether, the best one ...