Photoredox Promoted Barbier-Type Reaction of Alkyl Iodides with <i>N</i>-Alkyl and <i>N</i>-Aryl Imines
Anton A. Gladkov, Vitalij V. Levin, Alexander D. Dilman
Abstract
The reaction of organozinc reagents with unactivated imines is accelerated when performed in the presence of a photocatalyst under blue light irradiation. Coordination between Lewis acidic zinc iodide and the imine is a key factor responsible for the reaction efficiency. The method can be carried out using alkyl iodides under Barbier conditions.
Topics & Concepts
AlkylArylReagentChemistryImineIodideBeta-Hydride eliminationZincMedicinal chemistryOrganic chemistryPhotocatalysisPolymer chemistryPhotochemistryCatalysisRadical Photochemical ReactionsOxidative Organic Chemistry ReactionsFluorine in Organic Chemistry