Solvent directing immediate fluorination of aromatic ketones using 1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)The results of characterisation of 2a, 2b, 3a, 3b, 4a, 4b, 5a, 6a and 9 are available as electronic supplementary information (ESI). See http://www.rsc.org/suppdata/cc/b0/b003488f/

Abstract

Reactions of aryl alkyl ketones with 1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (Accufluor^TM NFTh) in methanol result in selective and almost quantitative formation of the corresponding α-fluoroketones, while in acetonitrile exclusive fluorofunctionalisation of the activated aromatic ring take place.