Palladium-catalyzed regiocontrolled internal heteroarylation of electron-rich olefins with heteroaryl halides

被引：12

作者：

Xu, Dan ^{[1
]}

Liu, Zhihua ^{[1
]}

Tang, Weijun ^{[1
]}

Xu, Lijin ^{[1
]}

Hyder, Zeynab ^{[2
]}

Xiao, Jianliang ^{[2
]}

机构：

[1] Renmin Univ China, Dept Chem, Beijing 100872, Peoples R China

[2] Univ Liverpool, Dept Chem, Liverpool Ctr Mat & Catalysis, Liverpool L69 7ZD, Merseyside, England

来源：

TETRAHEDRON LETTERS | 2008年 / 49卷 / 42期

基金：

中国国家自然科学基金;

关键词：

D O I：

10.1016/j.tetlet.2008.08.005

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly efficient palladium-catalyzed Heck coupling reaction of heteroaryl halides with electron-rich vinyl ether and hydroxyalkyl vinyl ethers is described. It was found that the choice of solvent, ligand, and reaction temperature had a fundamental influence on the regioselectivity and reactivity of the reaction, and the combination of Pd(OAc)(2) and DPPF in ethylene glycol led to the most effective catalytic system. Under these conditions, a variety of heteroaryl halides reacted very quickly with electron-rich olefins to afford exclusively the branched products in good to excellent yields without employing triflates, halide scavengers, or ionic liquids. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：6104 / 6107

页数：4

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