Copper-Mediated C-H/C-H Biaryl Coupling of Benzoic Acid Derivatives and 1,3-Azoles

被引:232
作者
Nishino, Mayuko [1 ]
Hirano, Koji [1 ]
Satoh, Tetsuya [1 ]
Miura, Masahiro [1 ]
机构
[1] Osaka Univ, Dept Appl Chem, Fac Engn, Suita, Osaka 5650871, Japan
关键词
copper; cross-coupling; C-H cleavage; heterobiaryls; synthetic methods; CATALYZED DIRECT ARYLATION; BACTERIAL PROTEIN-SYNTHESIS; BOND ACTIVATION; UNACTIVATED C(SP(3))-H; AROMATIC AMIDES; ANTIBIOTIC GE2270-A; C(SP(2))-H BONDS; FUNCTIONALIZATION; CARBONYLATION; HETEROCYCLES;
D O I
10.1002/anie.201300587
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Hot couple: A precious-metal-free copper-mediated intermolecular direct biaryl coupling of benzoic acid derivatives and 1,3-azoles has been developed. The key to success is the installation of an amide-based bidentate coordinating group, which is easily removed and transformed into the parent ester groups after the coupling reaction. Kinetic studies indicate that the rate-limiting step is the aromatic C-H bond cleavage of benzoic acid derivatives. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:4457 / 4461
页数:5
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