Rh(Ii)-Catalyzed Chemoselective Synthesis Of 3-Substituted Oxindoles By C(Sp(2))-H And C(Sp(2))-N Functionalization Of Beta-Enaminoesters

A novel chemoselective synthesis of 3-substituted oxindoles and 3-substituted 3-aminooxindoles starting from various 3-diazoindolin-2-ones and beta-enaminoesters was developed through 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 3-substituted oxindoles and 3-substituted 3-aminooxindoles with good yields. The chemoselectivity for the formation of the 3-substituted oxindoles and 3-substituted 3-aminooxindoles was controlled by the substituents on the nitrogen atom of the beta-enaminoesters.