Site-Selective Aerobic C–H Monoacylation of Carbazoles Using Palladium Catalysis
Subhadip Maiti, Tirtha Mandal, Barada Prasanna Dash, Jyotirmayee Dash
Abstract
This manuscript describes the development of a remarkably general palladium-catalyzed monoacylation of carbazoles using toluene derivatives playing the dual role of acyl source and organic solvent. The method uses NHPI as the cocatalyst and oxygen as the sole oxidant. Interestingly, the acylation of monosubstituted N-pyridylcarbazoles takes place regioselectively at the C-8 position. The scope of the method is explored using aldehyde as the acyl source. This highly site-selective acylation proceeds through a radical process.
Topics & Concepts
AcylationPalladiumAldehydeCatalysisChemistryTolueneSolventOrganic chemistryRegioselectivityDual roleCombinatorial chemistryCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsOxidative Organic Chemistry Reactions