General facile synthesis of 2,5-diarylheteropentalenes

被引：52

作者：

Vachal, P ^{[1
]}

Toth, LM ^{[1
]}

机构：

[1] Merck Res Labs, Dept Med Chem, Rahway, NJ 07065 USA

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 38期

关键词：

2,5-diarylheteropentalenes; heterocycles; Suzuki; catalysis; bromination;

D O I：

10.1016/j.tetlet.2004.07.132

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Palladium-catalyzed cross-coupling reactions of various heteropentalene derivatives were systematically studied. A general three-step synthesis of 2,5-diarylheteropentalenes involving two Suzuki or Negishi couplings and a regiospecific bromination was developed. Nonsymmetrical 2,5-diaryl-furans, thiophenes, pyrroles, 1,3-thiazoles, 1,3-oxazoles, 1,3,4-thiadiazoles, and 1,3,4-oxadiazoles were prepared in 31-67% isolated yield (three steps). (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：7157 / 7161

页数：5

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