FACILE SYNTHESIS OF α-FLUORO-β-KETOESTERS FROM POLYFLUOROALKENES

Article abstract of DOI:10.1246/cl.1980.1107

Alkyl 2-chloro-1,2,2-trifluoroethyl ketones and aryl 1,2,2,2-tetrafluoroethyl ketones were respectively prepared by the Friedel-Crafts acylation of trifluoroethene and by the Grignard arylation of N,N-diethyl-1,2,2,2-tetrafluoropropionamide, a hydrolyzed product of hexafluoropropene-diethylamine adduct.These alkyl and aryl polyfluoroalkyl ketones were subjected to base-induced dehydrohalogenation, and resulting trifluorovinyl ketones were hydrolyzed in situ affording α-fluoro-β-ketoesters in good yields.