Metal-Catalyzed α-Arylation of Carbonyl and Related Molecules: Novel Trends in C-C Bond Formation by C-H Bond Functionalization

被引:629
作者
Johansson, Carin C. C. [1 ]
Colacot, Thomas J. [1 ]
机构
[1] Catalysis & Chiral Technol, W Deptford, NJ 08066 USA
关键词
alpha-arylation; C-C coupling; carbonyl compounds; homogeneous catalysis; HETEROCYCLIC CARBENE LIGAND; BETA-DICARBONYL COMPOUNDS; CROSS-COUPLING REACTIONS; ARYL HALIDES; REDUCTIVE ELIMINATION; (NHC)PD(ALLYL)CL NHC; ALPHA; BETA-UNSATURATED CARBONYL; REGIOSELECTIVE ARYLATION; SELECTIVE MONOARYLATION; ASYMMETRIC ARYLATION;
D O I
10.1002/anie.200903424
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
αArylated carbonyl compounds are commonly occurring motifs in biologically interesting molecules and are therefore of high interest to the pharmaceutical industry. Conventional procedures for their synthesis often result in complications in scale-up, such as the use of stoichiometric amounts of toxic reagents and harsh reaction conditions. Over the last decade, significant efforts have been directed towards the development of metal-catalyzed a-arylations of carbonyl compounds as an alternative synthetic approach that operates under milder conditions. This Review summarizes the developments in this area to date, with a focus on how the substrate scope has been expanded through selection of the most appropriate synthetic method, such as the careful choice of ligands, precatalysts, bases, and reaction conditions. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:676 / 707
页数:32
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