Unstrained C-C bond activation and directed fluorination through photocatalytically-generated radical cations.

ABSTRACT: Expanding the repertoire of controlled radical fluorination techniques, we present a photosensitized unstrained C-C bond activation/directed monofluorination method using Selectfluor and 9-fluorenone. The reaction is amenable to the opening of multiple 1-acetal-2-aryl substituted rings to yield ω-fluoro carboxylic acids, esters, alcohols, and ketones with relative ease. Initial mechanistic insight suggests radical ion intermediates.

SUBMITTER: Pitts CR 

PROVIDER: S-EPMC5669245 | biostudies-literature | 2015 Sep

REPOSITORIES: biostudies-literature