Lewis Acid Promoted Benzylic Cross-Couplings of Pyridines with Aryl Bromides

被引：95

作者：

Duez, Stephanie ^{[1
]}

Steib, Andreas K. ^{[1
]}

Manolikakes, Sophia M. ^{[1
]}

Knochel, Paul ^{[1
]}

机构：

[1] Univ Munich, Dept Chem, D-81377 Munich, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 33期

基金：

欧洲研究理事会;

关键词：

cross-coupling; metalation; pyridine; zinc; SITE-SELECTIVE SP(2); REDUCTIVE ELIMINATION; BIOLOGICAL-PROPERTIES; DIRECTED ZINCATION; DIRECT ARYLATION; PALLADIUM; FUNCTIONALIZATION; HALIDES; BASE; METALATION;

D O I：

10.1002/anie.201103074

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Either ZnCl 2, Sc(OTf) 3, or BF 3OEt 2 can promote the palladium-catalyzed arylation of methylpyridines and related heterocycles (see example). The complexation of the Lewis acid to the nitrogen atom in the heterocycle facilitates the reductive elimination, leading to various arylated pyridines in high yields. BF 3OEt 2 was also found to promote highly regioselective metalations in the case of 2,4-lutidine. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：7686 / 7690

页数：5

共 75 条

[1] Aryl-aryl bond formation by transition-metal-catalyzed direct arylation [J].