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金属催化的羰基和相关分子的α-芳基化:C-H 键功能化构建 C-C 键的新趋势

Metal-catalyzed alpha-arylation of carbonyl and related molecules: novel trends in C-C bond formation by C-H bond functionalization.

机构信息

Protech Building, Johnson Matthey Plc, Orchard Road, Royston, SG8 5HE, UK.

出版信息

Angew Chem Int Ed Engl. 2010;49(4):676-707. doi: 10.1002/anie.200903424.

Abstract

Alpha-arylated 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 alpha-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.

摘要

α-芳基化羰基化合物是生物活性分子中常见的结构单元,因此受到制药行业的高度关注。传统的合成方法在扩大规模时往往会带来一些问题,例如使用化学计量的有毒试剂和苛刻的反应条件。在过去的十年中,人们致力于开发金属催化的羰基化合物的α-芳基化反应,作为一种在更温和条件下进行的替代合成方法。本文综述了这一领域迄今为止的发展情况,重点介绍了如何通过选择最合适的合成方法(如仔细选择配体、前催化剂、碱和反应条件)来扩展底物的适用范围。

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