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.
Highlights
Building molecular complexity from simple, readily available building blocks has long been a fundamental aim of the synthetic chemist
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
Carboxylic acids have been employed as traceless directing groups that are removed after carboxylic acid-directed installation of the desired functionality
Summary
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. Carboxylic acids have been employed as traceless directing groups that are 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
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