Decarboxylative Fluorination of Aliphatic Carboxylic Acids via Photoredox Catalysis.

ABSTRACT: The direct conversion of aliphatic carboxylic acids to the corresponding alkyl fluorides has been achieved via visible light-promoted photoredox catalysis. This operationally simple, redox-neutral fluorination method is amenable to a wide variety of carboxylic acids. Photon-induced oxidation of carboxylates leads to the formation of carboxyl radicals, which upon rapid CO2-extrusion and F(•) transfer from a fluorinating reagent yield the desired fluoroalkanes with high efficiency. Experimental evidence indicates that an oxidative quenching pathway is operable in this broadly applicable fluorination protocol.

SUBMITTER: Ventre S 

PROVIDER: S-EPMC4862610 | biostudies-literature | 2015 May

REPOSITORIES: biostudies-literature