Palladium-catalyzed amination of aryl triflates and importance of triflate addition rate

被引：219

作者：

Louie, J ^{[1
]}

Driver, MS ^{[1
]}

Hamann, BC ^{[1
]}

Hartwig, JF ^{[1
]}

机构：

[1] YALE UNIV,DEPT CHEM,NEW HAVEN,CT 06520

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1997年 / 62卷 / 05期

关键词：

D O I：

10.1021/jo961930x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report that a combination of DPPF (1,1-bis(diphenylphosphino)ferrocene) and Pd(dba)(2) leads to the amination of aryl triflates, a reaction that allows for the conversion of phenols to arylamines. A combination of BINAP and Pd(dba)(2) also catalyzes the amination of aryl triflates, but P(o-tolyl)(3) complexes were not effective catalysts. In some cases, slow addition of the aryl triflate was necessary to prevent cleavage of the triflate and generation of phenol. We found that added halide, necessary in some cross-coupling chemistry of aryl sulfonates, was an unnecessary additive and even inhibited the amination chemistry.

引用

页码：1268 / 1273

页数：6