Rh(III)-catalyzed regioselective functionalization of C-H bonds of naphthylcarbamates for oxidative annulation with alkynes

Org Lett. 2014 Sep 19;16(18):4830-3. doi: 10.1021/ol502317c. Epub 2014 Sep 9.

Abstract

A Rh(III)-catalyzed highly efficient and regioselective functionalization of diverse C-H bonds of naphthylcarbamates for oxidative annulation with alkynes has been developed. The annulation with a neutral rhodium catalyst system proceeds through peri C-H bond functionalization of arylcarbamates to give benzoquinoline derivatives, while with a cationic rhodium catalyst system it proceeds through ortho C-H functionalization of arylcarbamates to furnish benzoindole derivatives.