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The Yb@g-C<sub>3</sub>N<sub>4</sub> Dual-Functional Photocatalytic Fluoroalkylation of 2-Isocyanides with R<sub>f</sub>SO<sub>2</sub>Cl as Both a Fluoroalkyl Radical Source and HAT Reagent

Qiong-Hui Peng, Jun Jiang, Zhi-Hao Liao, Zhilin Wu, Li‐Juan Ou, Hui Dai, Jia Peng, Wei‐Min He

2025ACS Sustainable Chemistry & Engineering26 citationsDOI

Abstract

The first example of the dual-functional photocatalytic fluoroalkylation of 2-isocyanides with R f SO 2 Cl catalyzed by Yb@g-C 3 N 4 has been accomplished by simultaneously coupling the photogenerated electron-driven reductive production of fluoroalkyl radicals with the photogenerated hole-driven oxidative production of chloride radicals. This strategy not only fully utilizes photogenerated electron–hole pairs for bond formation but also avoids the use of exogenous chloride salts, additional redox reagents, and sacrificial electron donors/acceptors. A variety of fluoroalkylated N -heteroarenes were heterogeneously synthesized in good to high yields with excellent functional-group compatibility. Furthermore, applying sono-photocatalysis not only improves the energy efficiency but also increases the reaction rate and overall efficiency.

Topics & Concepts

PhotocatalysisChemistryMaterials scienceCatalysisMedicinal chemistryOrganic chemistryFluorine in Organic ChemistryRadical Photochemical ReactionsInorganic Fluorides and Related Compounds
The Yb@g-C<sub>3</sub>N<sub>4</sub> Dual-Functional Photocatalytic Fluoroalkylation of 2-Isocyanides with R<sub>f</sub>SO<sub>2</sub>Cl as Both a Fluoroalkyl Radical Source and HAT Reagent | Litcius