Modified palladium-catalyzed regioselective ortho-arylation of sp2 C-H bond substrates with a low catalyst loading

被引：33

作者：

Yang, Fan ^{[1
]}

Wu, Yangjie ^{[1
]}

Li, Yanan ^{[1
]}

Wang, Biao ^{[1
]}

Zhang, Junli ^{[1
]}

机构：

[1] Zhengzhou Univ, Dept Chem, Henan Univ,Key Lab Appl Chem, Key Lab Chem Biol & Organ Chem Henan Prov, Zhengzhou 450052, Peoples R China

来源：

TETRAHEDRON | 2009年 / 65卷 / 04期

基金：

中国国家自然科学基金;

关键词：

Palladium catalysis; Weak bases; Arylation; C-H activation; ARYL CHLORIDES; HIGHLY EFFICIENT; AROMATIC IMINES; ACTIVATION; ALKENYLATION; FUNCTIONALIZATION; 2-ARYLPYRIDINES; INDOLES; ARENES;

D O I：

10.1016/j.tet.2008.11.001

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel and generally applicable system for ortho-arylation of a broad range of sp(2) C-H bond substrates such as arylated benzoxazoles, acylated anilines, and pyridines has been developed. The arylation was performed in trifluoroacetic acid (TEA) under air by using PdCl2 as the catalyst with a low catalyst loading of 1 mol %. And it was found for the first: time that the addition of weak base K3PO4 to the acidic solvent could remarkably enhance the reaction rate. The arylated products were isolated in moderate to good yields with high regioselectivity for the substrates containing a meta-substituent. This arylation is tolerant with various functional groups such as CH3, CH3O, CH3CO, Br, and Cl. (c) 2008 Elsevier Ltd. All rights reserved.

引用

页码：914 / 919

页数：6

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