Efficient and convenient entry to beta-hydroxy-beta-trifluoromethyl-beta-substituted ketones and 2,6-disubstituted 4-trifluoromethylpyridines based on the reaction of trifluoromethyl ketones with enamines or imines
K. Funabiki et al., Efficient and convenient entry to beta-hydroxy-beta-trifluoromethyl-beta-substituted ketones and 2,6-disubstituted 4-trifluoromethylpyridines based on the reaction of trifluoromethyl ketones with enamines or imines, J CHEM S P1, (20), 2001, pp. 2578-2582
The reactions of trifluoromethyl ketones with enamines or imines are descri
bed. The reaction of trifluoroacetone with enamines or imines followed by h
ydrolysis gave the corresponding beta -hydroxy-beta -trifluoromethyl-beta -
methyl ketones in good yields. The reaction of trifluoromethylated beta -di
ketones with enamines in the presence of ammonium acetate gave 4-trifluorom
ethylated pyridines exclusively in good yields, without any detectable amou
nt of regioisomers.