Copper-Catalyzed C-N Cross-Coupling of Substituted 2-Halobenzoates with Secondary Acyclic Amides

被引：3

作者：

Wang, Man-Gang ^{[1
]}

Yu, Hua ^{[1
]}

Wu, Jun ^{[1
]}

Shang, Zhi-Cai ^{[1
]}

机构：

[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Zhejiang, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2013年 / 45卷 / 14期

基金：

中国国家自然科学基金;

关键词：

copper; N-arylation; cross-coupling; amides; halobenzoates; ARYL HALIDES; CONTAINING HETEROCYCLES; GOLDBERG REACTIONS; MILD CONDITIONS; BOND FORMATION; ARYLATION; EFFICIENT; AMIDATION; ULLMANN; PHENOLS;

D O I：

10.1055/s-0033-1338800

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The copper-catalyzed C-N cross-coupling of poorly nucleophilic acyclic secondary amides with sterically hindered substituted 2-halobenzoates has been demonstrated with 1,4-dimethyl-3,4-dihydro-1H-benzo[e][1,4]diazepin-5(2H)-one (DMBDO) as ligands for the first time. The protocol is effective for the synthesis of hindered tertiary amides. We also found that the alkoxycarbonyl (CO2R) group has a strong ortho-substituent effect on a Goldberg-type C-N coupling reaction.

引用

页码：1955 / 1964

页数：10

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