Proximity effects in the palladium-catalyzed substitution of aryl fluorides

被引：43

作者：

Bahmanyar, S ^{[1
]}

Borer, BC ^{[1
]}

Kim, YM ^{[1
]}

Kurtz, DM ^{[1
]}

Yu, S ^{[1
]}

机构：

[1] Pfizer Global, R&D La Jolla, Chem Res & Dev, San Diego, CA 92121 USA

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 06期

关键词：

D O I：

10.1021/ol047413f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The aryl fluoride bond has long been considered inert toward Pd-catalyzed insertion reactions. This paper reports for the first time that aryl fluorides bearing an o-carboxylate group can undergo Pd-catalyzed couplings. On the basis of this computational study and subsequent experimental verifications of its predictions, we herein report that such reactions are facilitated by stabilization of the transition state by proximal oxyanions.

引用

页码：1011 / 1014

页数：4

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