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Intermolecular oxidative amination of unactivated alkenes by dual photoredox and copper catalysis

Xiangli Yi, Xile Hu

2020Chemical Science22 citationsDOIOpen Access PDF

Abstract

amidyl radical addition is potentially an efficient method to generate allylic amines, which are versatile synthetic intermediates to bioactive compounds and organic materials. Here by combining photochemical generation of amidyl radicals with Cu-mediated β-H elimination of alkyl radicals, we have developed an intermolecular oxidative amination of unactivated alkenes. The reaction relies on tandem photoredox and copper catalysis, and works for both terminal and internal alkenes. The radical nature of the reaction and the mild conditions lead to high functional group tolerance.

Topics & Concepts

AminationChemistryIntermolecular forcePhotoredox catalysisCopperOxidative phosphorylationCatalysisDual (grammatical number)Organic chemistryCombinatorial chemistryDual rolePhotochemistryMoleculeBiochemistryPhotocatalysisArtLiteratureCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsRadical Photochemical Reactions
Intermolecular oxidative amination of unactivated alkenes by dual photoredox and copper catalysis | Litcius