Litcius/Paper detail

Visible-Light-Induced Three-Component 1,2-Alkylpyridylation of Alkenes via a Halogen-Atom Transfer Process

Weijie Yu, Hongyu Wang, Kuang Zhao, Wendong Li, Tao Wang, Junkai Fu

2024The Journal of Organic Chemistry25 citationsDOI

Abstract

Visible-light-induced three-component 1,2-alkylpyridylation of alkenes with unactivated alkyl iodides and aryl cyanides is reported via a photocatalytic halogen-atom transfer (XAT) strategy. This metal-free protocol utilizes readily available tertiary alkylamine as the terminal reductant to smoothly convert alkyl iodides into the corresponding carbon radical species. The reaction features a broad substrate scope, excellent functional group tolerance, high efficiency, and mild reaction conditions. The practicability of this methodology is further demonstrated in the late-stage difunctionalization of bioactive molecules.

Topics & Concepts

AlkylChemistryArylHalogenPhotocatalysisCombinatorial chemistrySubstrate (aquarium)PhotochemistryCarbon atomMoleculeVisible spectrumRadicalFunctional groupCatalysisOrganic chemistryMaterials scienceOceanographyGeologyPolymerOptoelectronicsRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods
Visible-Light-Induced Three-Component 1,2-Alkylpyridylation of Alkenes via a Halogen-Atom Transfer Process | Litcius