Visible-Light-Induced Aerobic <i>ortho</i>-Selective C–H Hydroxylation of Benzils
J. F. Lv, Huiying Zeng
Abstract
-selective C-H hydroxylation of benzils, which exhibits good functional group tolerance and excellent regioselectivity. This method is scalable, as demonstrated by gram-scale experiments, and is further applied in the synthesis of rotenoids. Control experiments reveal the involvement of singlet oxygen in the reaction mechanism. Moreover, it proceeds via a five-membered ring radical intermediate, with dimethyl sulfoxide serving both as the solvent and reducing agent.
Topics & Concepts
HydroxylationRegioselectivitySinglet oxygenChemistryDimethyl sulfoxidePhotochemistryCombinatorial chemistryRing (chemistry)Functional groupOxygenOrganic chemistryCatalysisEnzymePolymerCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsOxidative Organic Chemistry Reactions