We report a photoredox methodology for C(sp3)-C(sp3) coupling between α-bromoesters and tertiary amines capable of accessing highly functionalized carbonyl containing substrates. Visible light promotes the homolytic cleavage of the carbon-bromine bond in the presence of a photocatalyst forming a carbon-centered radical, which couples with an amino radical cation forming an iminium ion. Hydrolysis coverts this iminium ion into an aldehyde yielding 1,5-dicarbonyl containing substrates. This talk will focus on the reaction development, mechanistic analysis and substrate scope exploration.

Photoredox catalyzed C(sp3)-C(sp3) coupling of α-bromoesters and tertiary amines

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