The reaction of N,N-diethyl-2,3,3,3-tetrafluoropropionamide with various Grignard reagents

N,N–Diethyl2,3–difluoroalkenylamides were prepared from the reaction of N.N– diethyl–2,3,3,3 tetrafluoropropionamide (I) with various aliphatic Grignard reagents. For example, the reaction of (I) with propylmagnesium bromide gave a mixture of N,N–diethyl (Z)–2,3–difluoro–2–hexenamide (yield 34.7%) and N,N–diethyl (E)–2.3–difluoro–2–hex–enamide (yield, 11.4%). On the other hand, aryl 1,2,2,2–tetrafluoroethyl ketones were obtained from the reaction of (I) with arylmagnesium bromide. For example, the reaction of (I) with phenylmagnesium bromide gave phenyl 1,2,2,2–tetrafluoroethyl ketone (yield 46%).