Litcius/Paper detail

Sustainable Minisci-Type Acylation of <i>N</i> -Heteroarenes via HAT Using Chlorine Radicals Generated by LMCT Excitation

Mingyang Wan, Jiatian Zhuo, Yuchen Pan, Min Zhou, Lin Ma, Min Zhang

2025The Journal of Organic Chemistry5 citationsDOI

Abstract

An efficient and sustainable Minisci-type C(sp 2 )–C(sp 2 ) cross-coupling of N-heteroarenes with aldehydes has been developed. The reaction employs FeCl 3 as photocatalyst, purple LED light as the energy source, and air as the sole oxidant, operating smoothly at ambient temperate. This protocol shows broad substrate scope and good functional group tolerance. Mechanistic studies reveal that LMCT-generated chlorine radicals mediate acyl radical generation, providing a cost-effective, atom-economical, and green approach to acylated azaheterocycles.

Topics & Concepts

RadicalChemistryChlorinePhotochemistrySubstrate (aquarium)Functional groupAcylationSustainable energyReaction mechanismReaction conditionsOrganic chemistryGroup (periodic table)Density functional theoryOxidative phosphorylationRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsOxidative Organic Chemistry Reactions