10.1021/acscatal.6b01969.s001 Chenhao Zhang Chenhao Zhang Sanliang Li Sanliang Li Filip Bureš Filip Bureš Richmond Lee Richmond Lee Xinyi Ye Xinyi Ye Zhiyong Jiang Zhiyong Jiang Visible Light Photocatalytic Aerobic Oxygenation of Indoles and pH as a Chemoselective Switch American Chemical Society 2016 cyclic voltammetry studies reaction pH influences dicyanopyrazine-derived chromophore light photocatalysis chemodivergent strategy Visible Light Photocatalytic Aerobic Oxygenation formylformanilide derivatives oxidative pathway DPZ chemodivergent method electrochemical properties indole reaction pH Chemoselective Switch Mechanistic investigations 2016-09-02 00:00:00 Journal contribution https://acs.figshare.com/articles/journal_contribution/Visible_Light_Photocatalytic_Aerobic_Oxygenation_of_Indoles_and_pH_as_a_Chemoselective_Switch/3827502 An efficient chemodivergent strategy for visible light photocatalysis is developed. In the presence of a dicyanopyrazine-derived chromophore (DPZ) photocatalyst, aerobic photooxygenation of indoles could produce either isatins or formylformanilides in satisfactory yields by judiciously selecting inorganic salts or modulating the reaction pH. The current chemodivergent method is also effective with 2-substituted indoles, opening straightforward synthetic routes to valuable 2,2-disubstituted 3-oxindoles, formylformanilide derivatives, and benzoxazinones. Mechanistic investigations involving cyclic voltammetry studies further confirm that reaction pH influences the electrochemical properties of DPZ, thus affecting the oxidative pathway by which indoles are being transformed.