Nickel-Catalyzed Amination of Aryl Chlorides and Sulfamates in 2-Methyl-THF

被引：71

作者：

Nathel, Noah F. Fine ^{[1
]}

Kim, Junyong ^{[1
]}

Hie, Liana ^{[1
]}

Jiang, Xingyu ^{[1
]}

Garg, Neil K. ^{[1
]}

机构：

[1] Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA

来源：

ACS CATALYSIS | 2014年 / 4卷 / 09期

关键词：

nickel; catalysis; amination; cross-coupling; 2-methyl-THF; green chemistry; CROSS-COUPLING REACTIONS; DIRECTED ORTHO-METALATION; IRON; MESYLATES; CLEAVAGE; COMPLEX; ETHERS;

D O I：

10.1021/cs501045v

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The nickel-catalyzed amination of aryl O-sulfamates and chlorides using the green solvent 2-methyl-THF is reported. This methodology employs the commercially available and air-stable precatalyst NiCl2(DME), is broad in scope, and provides access to aryl amines in synthetically useful yields. The utility of this methodology is underscored by examples of gram-scale couplings conducted with catalyst loadings as low as 1 mol % nickel. Moreover, the nickel-catalyzed amination described is tolerant of heterocycles and should prove useful in the synthesis of pharmaceutical candidates and other heteroatom-containing compounds. KEYWORDS: nickel, catalysis, amination, cross-coupling 2-methyl-THF, green chemistry

引用

页码：3289 / 3293

页数：5

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