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
收藏
页码：6104 / 6107
页数：4
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