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
收藏
页码：7157 / 7161
页数：5
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