Issue 41, 2017

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

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.

Graphical abstract: The use of carboxylic acids as traceless directing groups for regioselective C–H bond functionalisation

Article information

Article type
Feature Article
Submitted
07 mar 2017
Accepted
28 apr 2017
First published
28 apr 2017
This article is Open Access
Creative Commons BY license

Chem. Commun., 2017,53, 5584-5597

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

M. Font, J. M. Quibell, G. J. P. Perry and I. Larrosa, Chem. Commun., 2017, 53, 5584 DOI: 10.1039/C7CC01755C

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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