Recent advances in carboxyl-directed dimerizations and cascade annulations via C-H activations.

Abstract

C-H functionalization provides an efficient route to construct complex organic molecules. The introduction of directing groups enhances the site-selectivity of the reaction. Carboxyl as a directing group can be easily transformed into other functional groups afterwards. Due to its good reactivity, it can undergo cascade annulation reactions to build valuable heterocycle skeletons in one pot. Moreover, carboxyl can easily be removed via decarboxylation, which allows it to serve as a unique traceless directing group in C-H functionalization. These characteristics make carboxyl a promising directing group, which is superior to nitrogen-containing compounds with strong coordination ability to a certain extent. This feature article reviews the applications of carboxyl as a classical directing group and a unique traceless-directing group in cascade annulation reactions to access diverse carbocycles and heterocycles.