Photochemical C-F Activation Enables Defluorinative Alkylation of Trifluoroacetates and -Acetamides.

ABSTRACT: The installation of gem-difluoromethylene groups into organic structures remains a daunting synthetic challenge despite their attractive structural, physical, and biochemical properties. A very efficient retrosynthetic approach would be the functionalization of a single C-F bond from a trifluoromethyl group. Recent advances in this line of attack have enabled the C-F activation of trifluoromethylarenes, but limit the accessible motifs to only benzylic gem-difluorinated scaffolds. In contrast, the C-F activation of trifluoroacetates would enable their use as a bifunctional gem-difluoromethylene synthon. Herein, we report a photochemically mediated method for the defluorinative alkylation of a commodity feedstock: ethyl trifluoroacetate. A novel mechanistic approach was

SUBMITTER: Campbell MW 

PROVIDER: S-EPMC9172939 | biostudies-literature | 2021 Dec

REPOSITORIES: biostudies-literature