Nickel-catalyzed amination of aryl carbamates and sequential site-selective cross-couplings

被引：134

作者：

Mesganaw, Tehetena ^{[1
]}

Silberstein, Amanda L. ^{[1
]}

Ramgren, Stephen D. ^{[1
]}

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

Hong, Xin ^{[1
]}

Liu, Peng ^{[1
]}

Garg, Neil K. ^{[1
]}

机构：

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

来源：

CHEMICAL SCIENCE | 2011年 / 2卷 / 09期

关键词：

DIRECTED ORTHO-METALATION; O BOND ACTIVATION; OXIDATIVE ADDITION; REDUCTIVE ELIMINATION; PALLADIUM(II) COMPLEXES; HALIDE-COMPLEXES; AMMONIA-BORANE; MECHANISM; CHLORIDES; BROMIDES;

D O I：

10.1039/c1sc00230a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We report the amination of aryl carbamates using nickel-catalysis. The methodology is broad in scope with respect to both coupling partners and delivers aminated products in synthetically useful yields. Computational studies provide the full catalytic cycle of this transformation, and suggest that reductive elimination is the rate-determining step. Given that carbamates are easy to prepare, robust, inert to Pdcatalysis, and useful for arene functionalization, these substrates are particularly attractive partners for use in synthesis. The sequential use of carbamate functionalization/site-selective cross-coupling processes highlights the utility of this methodology.

引用

页码：1766 / 1771

页数：6

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