Rh(II)‐Catalyzed Chemoselective Synthesis of 3‐Substituted Oxindoles by C(sp²)−H and C(sp²)−N Functionalization of β‐Enaminoesters

Abstract

A novel chemoselective synthesis of 3-substituted oxindoles and 3-substituted 3-aminooxindoles starting from various 3-diazoindolin-2-ones and β-enaminoesters was developed via the rhodium(II)-catalyzed C(sp 2 )-H and C(sp 2 )-N functionalization. This protocol provides a rapid synthetic route to a diverse range of 3substituted oxindoles and 3-substituted 3-aminooxindoles with a good yield. The chemoselectivity for the formation of 3-substituted oxindoles and 3-substituted 3-aminooxindoles was controlled by substituents on the nitrogen atom of the β-enaminoesters.