A mild and versatile method for palladium-catalyzed cross-coupling of aryl halides in water and surfactants

被引：123

作者：

Arcadi, A ^{[1
]}

Cerichelli, G ^{[1
]}

Chiarini, M ^{[1
]}

Correa, M ^{[1
]}

Zorzan, D ^{[1
]}

机构：

[1] Univ Aquila, Dipartimento Chim Ingn Chim & Mat, I-67010 Laquila, Italy

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 2003卷 / 20期

关键词：

cross-coupling; palladium; surfactants;

D O I：

10.1002/ejoc.200300356

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Various aqueous surfactants proved to be excellent media for carrying out palladium-catalyzed Suzuki-Miyaura cross-coupling reactions under mild conditions. The dehalogenation side reaction, which is usually a drawback with the aqueous protocol, was not observed. The concentration of the surfactant in water played a pivotal role for the reaction outcome. Smooth cross-coupling of iodoanisole and a variety of aryl bromides, including electron-rich derivatives, with aryl boronic acids occurred at room temperature in high yields either with [Pd(PPh3)(4)] or Pd/C as catalyst. The water-surfactant Pd/C system combines high activity under ambient conditions (air), easy separation and recyclability. Palladium acetate was found to be effective in cross-coupling of the less reactive aryl chlorides at 100 degreesC. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).

引用

页码：4080 / 4086

页数：7

共 77 条

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