Study of a new rate increasing "Base effect" in the palladium-catalyzed amination of aryl iodides

被引：116

作者：

Meyers, C ^{[1
]}

Maes, BUW ^{[1
]}

Loones, KTJ ^{[1
]}

Bal, G ^{[1
]}

Lemière, GLF ^{[1
]}

Dommisse, RA ^{[1
]}

机构：

[1] Univ Antwerp, Dept Chem, B-2020 Antwerp, Belgium

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 18期

关键词：

D O I：

10.1021/jo049774e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Evidence for an interphase deprotonation of Pd(II)-amine complexes with weak carbonate base has been gained for the first time. When a rate-limiting deprotonation step is involved in the catalytic cycle, controlling the structure (shape and size of the particles) and/or molar excess of the carbonate base used can significantly increase the reaction rate of Buchwald-Hartwig aminations. By taking such a "base effect" into account a general protocol for the intermolecular amination of aryl iodides with all types of amines has been developed based on a standard Pd-BINAP catalyst, using cesium carbonate as the base.

引用

页码：6010 / 6017

页数：8

共 45 条

[1] An improved method for the palladium-catalyzed amination of aryl iodides [J].