Aryl Trifluoroborates in Suzuki-Miyaura Coupling: The Roles of Endogenous Aryl Boronic Acid and Fluoride

被引：178

作者：

Butters, Mike ^{[2
]}

Harvey, Jeremy N. ^{[1
]}

Jover, Jesus ^{[1
]}

Lennox, Alastair J. J. ^{[1
]}

Lloyd-Jones, Guy C. ^{[1
]}

Murray, Paul M. ^{[2
]}

机构：

[1] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England

[2] AstraZeneca, Bristol BS10 7ZE, Avon, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 30期

关键词：

boron; fluorides; homogeneous catalysis; palladium; reaction mechanisms; ELECTROPHILIC DISPLACEMENT REACTIONS; ARYLBORONIC ACIDS; POTASSIUM ARYL; ORGANOTRIFLUOROBORATE SALTS; PHOSPHINE COMPLEXES; ARENEBORONIC ACIDS; ALKENYL BROMIDES; PALLADIUM; REDUCTION; CATALYSTS;

D O I：

10.1002/anie.201001522

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Undercover agents: The biaryl coupling of an aryltrifluoroborate with an aryl bromide involves in situ hydrolysis of the boron reagent. The hydrolysis products are key components in ensuring that the reaction proceeds with high efficiency and avoids the extensive generation of undesired phenolic and homocoupling side products. (Chemical equation Presented). © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：5156 / 5160

页数：5

共 56 条

[41] Palladium-catalyzed Suzuki-type self-coupling of arylboronic acids. A mechanistic study [J].