8-Aminoquinoline: a powerful directing group in metal-catalyzed direct functionalization of C-H bonds

Angew Chem Int Ed Engl. 2013 Sep 16;52(38):9896-8. doi: 10.1002/anie.201303556. Epub 2013 Aug 12.

Abstract

Chelate me if you can: Over the last decade, strategies for the functionalization of both C(sp2)-H and C(sp3)-H bonds have witnessed an increasing use of a simple, yet powerful directing group, 8-aminoquinoline (in blue). This auxiliary is very efficient in a wide range of metal-mediated reactions, and can be readily removed to afford the desired carboxylic acids or corresponding derivatives.

Keywords: CH activation; chelates; heterocycles; palladium; synthetic methods.