Palladium-catalyzed carbonylation reactions of aryl bromides at atmospheric pressure: A general system based on xantphos

被引：257

作者：

Martinelli, Joseph R. ^{[1
]}

Watson, Donald A. ^{[1
]}

Freckmann, Dominique M. M. ^{[1
]}

Barder, Timothy E. ^{[1
]}

Buchwald, Stephen L. ^{[1
]}

机构：

[1] MIT, Dept Chem, Cambridge, MA 02139 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 18期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1021/jo801279r

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A method for the Pd-catalyzed carbonylation of aryl bromides has been developed using Xantphos as the ligand. This method is effective for the direct synthesis of Weinreb amides, 1 degrees and 2 degrees benzamides, and methyl esters from the corresponding aryl bromides at atmospheric pressure. In addition, a putative catalytic intermediate, (Xanphos)Pd(Br)benzoyl, was prepared and an X-ray crystal structure was obtained revealing an unusual cis-coordination mode of Xantphos in this palladium-acyl complex.

引用

页码：7102 / 7107

页数：6

共 61 条

[1]

ADDIATI G, 2005, J ORG CHEM, V70, P6454

[2] One-pot construction of pyrazoles and isoxazoles with palladium-catalyzed four-component coupling [J].