Development of a palladium-catalyzed decarboxylative cross-coupling of (2-azaaryl)carboxylates with aryl halides

被引:27
|
作者
Haley, Christopher K. [1 ]
Gilmore, Christopher D. [1 ]
Stoltz, Brian M. [1 ]
机构
[1] CALTECH, Div Chem & Chem Engn, Warren & Katharine Schlinger Lab Chem & Chem Engn, Pasadena, CA 91125 USA
关键词
Decarboxylative cross-coupling; (2-Azaaryl)carboxylates; Palladium; Copper; DIRECT ARYLATION; AZINE; ARENE; ACIDS; SCOPE; MILD; AIR;
D O I
10.1016/j.tet.2013.03.085
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A catalytic method for the decarboxylative coupling of 2-(azaaryl)carboxylates with aryl halides is described. The decarboxylative cross-coupling presented is mediated by a system catalytic in both palladium and copper without requiring stoichiometric amounts of organometallic reagents or organoboronic acids. This method circumvents additional synthetic steps required to prepare 2-azaatyl organometallics and organoborates as nucleophilic coupling partners, which are prone to protodemetallation and protodeborylation and produce potentially toxic byproducts. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5732 / 5736
页数:5
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