One-Pot Transformation of Aldehydes to Ketones via Minisci-Type Reaction of Imines
Zakhar M. Rubanov, Vitalij V. Levin, Alexander D. Dilman
Abstract
A method for the conversion of aldehydes to ketones via the preliminary formation of aldiminines is described. The imines are involved in acid promoted Minisci-type reaction with alkyl radicals generated from esters of N -hydroxylphthalimide under photoredox conditions. Aminyl radical cations formed after the addition of the iminium ions are believed to be key intermediates, which determine the reaction outcome.
Topics & Concepts
ChemistryIminiumRadicalTransformation (genetics)AlkylOrganic chemistryIonCombinatorial chemistryPhotochemistryMedicinal chemistryBiochemistryGeneRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsOxidative Organic Chemistry Reactions