Chemo- and Site-Selective Electro-Oxidative Alkane Fluorination by C(sp )-H Cleavage.

Electrochemical fluorinations of C(sp )-H bonds with a nucleophilic fluoride source have been accomplished in a chemo- and site-selective fashion, avoiding the use of electrophilic F sources and stoichiometric oxidants. The introduced metal-free strategy exhibits high functional group tolerance, setting the stage for late-stage fluorinations of biorelevant motifs. The synthetic utility of the C(sp )-H fluorination was reflected by subsequent one-pot arylation of the generated benzylic fluorides.