Litcius/Paper detail

Fluoroalkyl sulfides as photoredox-active coupling reagents for alkene difunctionalization

Mikhail D. Kosobokov, Mikhail O. Zubkov, Vitalij V. Levin, Vladimir A. Kokorekin, Alexander D. Dilman

2020Chemical Communications57 citationsDOI

Abstract

A visible-light-promoted fluoroalkylation-thiolation of alkenes is described. A 4-tetrafluoropyridinylthio fragment serves as a photoredox-active group in the initiation step and undergoes a radical group transfer, which is important for the reaction efficiency. In the primary products, the pyridinylthio substituent may be further functionalized via radical processes or an aromatic substitution reaction.

Topics & Concepts

AlkeneReagentChemistryCombinatorial chemistryCoupling (piping)PhotochemistryOrganic chemistryCatalysisMaterials scienceMetallurgyFluorine in Organic ChemistrySulfur-Based Synthesis TechniquesRadical Photochemical Reactions