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Visible-Light-Driven Hydroacylation of Unactivated Alkenes Using Readily Available Acyl Donors

Yutaka Saga, Yusuke Nakayama, Taito Watanabe, Mio Kondo, Shigeyuki Masaoka

2023Organic Letters16 citationsDOI

Abstract

Herein, we report visible-light-driven hydroacylation of unactivated alkenes. We employed benzimidazolines as new acyl donors and achieved perfect regioselectivity, high functional-group tolerance, and excellent substrate generality. We also performed mechanistic experiments to elucidate the detailed reaction mechanism. This is the first example of (1) hydroacylation of unactivated alkenes using (2) easily prepared acyl donors under (3) visible-light irradiation. Our findings offer a new strategy to synthesize a wide variety of ketones under mild conditions.

Topics & Concepts

HydroacylationChemistryRegioselectivityFunctional groupSubstrate (aquarium)Visible spectrumCombinatorial chemistryPhotochemistryOrganic chemistryCatalysisRhodiumGeologyPolymerOptoelectronicsPhysicsOceanographyRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques