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

Citation
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
Citations number
48
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
14727781 → ACNP
Issue
20
Year of publication
2001
Pages
2578 - 2582
Database
ISI
SICI code
1472-7781(20011021):20<2578:EACETB>2.0.ZU;2-U
Abstract
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.