The use of carboxylic acids as traceless directing groups for regioselective C–H bond functionalisation. Issue 41 (11th May 2017)

• Record Type: Journal Article
• Authors: Font, Marc; Quibell, Jacob M.; Perry, Gregory J. P.; Larrosa, Igor
• Is Part Of: Chemical communications. Volume 53:Issue 41(2017)
• Page Start: 5584
• Page End: 5597
• Publication Date: 2017-05-11
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c7cc01755c
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : This feature article focuses on the use of carboxylic acids as traceless directing groups and the application of this concept to achieve regiochemical control in organic chemistry. 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.