First examples of a tosylate in the palladium-catalyzed Heck cross coupling reaction

被引：63

作者：

Fu, XY ^{[1
]}

Zhang, SY ^{[1
]}

Yin, JG ^{[1
]}

McAllister, TL ^{[1
]}

Jiang, SA ^{[1
]}

Tann, CH ^{[1
]}

Thiruvengadam, TK ^{[1
]}

Zhang, FC ^{[1
]}

机构：

[1] Schering Plough Res Inst, Dept Synthet Chem, Union, NJ 07083 USA

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 04期

关键词：

tosylate; Heck cross coupling;

D O I：

10.1016/S0040-4039(01)02240-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The palladium-catalyzed cross coupling Heck reaction of tosylate (2) and methyl acrylate has been developed as an efficient method for carbon-carbon bond formation. The tosylate (2) was reacted with methyl acrylate using palladium acetate as catalyst to provide 3-(3-oxo-l-cyclohexen-l-yl)-2-propenoic acid methyl ester (3) in excellent yield. The coupling reaction of tosylate (9) under the similar conditions also provided the dienoic acid methyl ester (10) in >80% overall yield. The effect of reaction parameters such as temperature and catalyst as well as the ratio of palladium acetate to triphenylphosphine on the reaction rate has been studied. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：573 / 576

页数：4

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