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

被引：88

作者：

Chabert, JFD ^{[1
]}

Joucla, L ^{[1
]}

David, E ^{[1
]}

Lemaire, M ^{[1
]}

机构：

[1] Univ Lyon 1, UMR 5181, Lab Catalyse & Syth Organ, F-69616 Villeurbanne, France

来源：

TETRAHEDRON | 2004年 / 60卷 / 14期

关键词：

benzo[b]thiophene; Heck-type aryl coupling; palladium catalysis;

D O I：

10.1016/j.tet.2004.02.011

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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 being DCH-18-C-6, with good yields and low reaction times. This method would provide a direct access to novel structures of biological interest. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：3221 / 3230

页数：10

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