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C-F Activation of Fluorinated Esters Using Photocatalytically Generated Diaminoalkyl Radical.

Vladislav S KostromitinArtem O SorokinVitalij V LevinAlexander D Dilman
Published in: Organic letters (2023)
A method for hydrofluoroalkylation of alkenes with trifluoroacetic esters under visible light irradiation affording difluorinated products is described. The reaction involves readily available trimethyltriazinane as a shoichiometric reducing agent, which generates a diamino-substituted alkyl radical serving as a strong electron donor. It is believed that the cleavage of the C-F bond by a triazinane-derived radical involves single electron reduction coupled with fluoride transfer.
Keyphrases
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