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使用羧酸作为用于区域选择性C-H键官能化的无痕导向基团。

The use of carboxylic acids as traceless directing groups for regioselective C-H bond functionalisation.

作者信息

Font Marc, Quibell Jacob M, Perry Gregory J P, Larrosa Igor

机构信息

School of Chemistry, University of Manchester, Oxford Road, M13 9PL, Manchester, UK.

出版信息

Chem Commun (Camb). 2017 May 18;53(41):5584-5597. doi: 10.1039/c7cc01755c.

Abstract

The ability to selectively functionalise a specific C-H bond is a long-standing challenge due to the ubiquity of such bonds in organic molecules. One of the most common approaches to overcome this obstacle consists of installing directing groups into substrates to direct the functionalisation towards the desired C-H bond, leaving behind the directing group in the molecule. Alternatively, carboxylic acids have been employed as traceless directing groups that are easily removed after carboxylic acid-directed installation of the desired functionality. This review focuses on the development of this concept and its application to organic synthesis during the last decade.

摘要

由于碳氢键在有机分子中无处不在,选择性地使特定碳氢键官能团化一直是一项长期存在的挑战。克服这一障碍最常见的方法之一是在底物中引入导向基团,以将官能团化导向所需的碳氢键,同时在分子中保留导向基团。另外,羧酸已被用作无痕导向基团,在通过羧酸导向安装所需官能团后可轻松去除。本综述重点介绍了这一概念在过去十年中的发展及其在有机合成中的应用。

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