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Photoinduced fluoroalkylation-peroxidation of alkenes enabled by ligand-to-iron charge transfer mediated decarboxylation

Qiuwei Huang, Chenhao Lou, Leiyang Lv, Zhiping Li

2024Chemical Communications15 citationsDOIOpen Access PDF

Abstract

We report here a photoinduced iron-catalyzed fluoroalkylation-peroxidation of activated and/or unactivated alkenes with fluoroalkyl carboxylic acids and hydroperoxide. The ligand-to-iron charge transfer strategy effectively overcomes the high redox potential of the fluoroalkyl carboxylic acids, facilitating the difunctionalization reaction to occur smoothly under mild reaction conditions. The late-stage functionalization of drug and natural product derivatives was also demonstrated.

Topics & Concepts

DecarboxylationChemistryLigand (biochemistry)Charge (physics)PhotochemistryOrganic chemistryCatalysisBiochemistryQuantum mechanicsReceptorPhysicsFluorine in Organic ChemistryRadical Photochemical ReactionsCatalytic C–H Functionalization Methods
Photoinduced fluoroalkylation-peroxidation of alkenes enabled by ligand-to-iron charge transfer mediated decarboxylation | Litcius