Efficient Copper-Catalyzed Synthesis of N-Alkylanthranilic Acids via an ortho-Substituent Effect of the Carboxyl Group of 2-Halobenzoic Acids at Room Temperature

被引：37

作者：

Zeng, Liang ^{[1
]}

Fu, Hua ^{[1
]}

Qiao, Renzhong ^{[2
]}

Jiang, Yuyang ^{[1
,3
]}

Zhao, Yufen ^{[1
]}

机构：

[1] Tsinghua Univ, Dept Chem, Minist Educ, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Beijing 100084, Peoples R China

[2] Beijing Univ Chem Technol, Coll Life Sci & Technol, Dept Pharmaceut Engn, State Key Lab Chem Resource Engn, Beijing 100029, Peoples R China

[3] Tsinghua Univ, Grad Sch Shenzhen, Key Lab Chem Biol Guangdong Prov, Shenzhen 518057, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2009年 / 351卷 / 10期

基金：

中国国家自然科学基金;

关键词：

N-alkylanthranilic acids; copper; cross-coupling; O; O ligands; Ullmann reaction; COUPLING REACTIONS; ALIPHATIC-AMINES; ULLMANN; AMINATION;

D O I：

10.1002/adsc.200900065

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

We have developed an efficient Copper-catalyzed method for the Synthesis of N-alkylanthranilic acids. The protocol uses inexpensive copper(l) iodide/racemic 1,1'-binaphthyl-2,2'-diol (rac-BINOL) as the catalyst/ligand system, readily available 2-halobenzoic acids and aliphatic amines as the starting materials, the Coupling reactions were performed at room temperature, and Various functionalities in the Substrates were tolerated.

引用

页码：1671 / 1676

页数：6

共 27 条

[1] Catalyst-free microwave-assisted amination of 2-chloro-5-nitrobenzoic acid [J].