Carbene and photocatalyst-catalyzed 3-acylation of indoles for facile access to indole-3-yl aryl ketones
Ting Tu, Guihua Nie, Tinglei Zhang, Chunmei Hu, Shi‐Chao Ren, Huimin Xia, Yonggui Robin
Abstract
radical cross-coupling of indole-based aryl radical cations with NHC-bound ketyl radical species, which are less explored in radical NHC catalysis. The reaction exhibits mild reaction conditions, broad substrate scope, and good functional group tolerance. Mechanistic studies support our proposed reaction pathway. The synthesis of structurally diverse analogs of an aldose reductase inhibitor and antibacterial activity investigation further demonstrated the utility of the current acylation reaction.
Topics & Concepts
CarbeneIndole testAcylationCatalysisArylChemistryPhotocatalysisCombinatorial chemistryMoleculeOrganic chemistryAlkylCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsN-Heterocyclic Carbenes in Organic and Inorganic Chemistry