Efficient and convenient entry to β-hydroxy-β-trifluoromethyl-β-substituted ketones and 2,6-disubstituted 4-trifluoromethylpyridines based on the reaction of trifluoromethyl ketones with enamines or imines

Autor: Kazumasa Funabiki, Wataru Hashimoto, Katsuyoshi Shibata, Akie Isomura, Y. Yamaguchi, Kei Matsunaga, Masaki Matsui
Rok vydání: 2001
Předmět:
Zdroj: Journal of the Chemical Society, Perkin Transactions 1. :2578-2582
ISSN: 1364-5463
1472-7781
DOI: 10.1039/b105636k
Popis: The reactions of trifluoromethyl ketones with enamines or imines are described. The reaction of trifluoroacetone with enamines or imines followed by hydrolysis gave the corresponding β-hydroxy-β-trifluoromethyl-β-methyl ketones in good yields. The reaction of trifluoromethylated β-diketones with enamines in the presence of ammonium acetate gave 4-trifluoromethylated pyridines exclusively in good yields, without any detectable amount of regioisomers.
Databáze: OpenAIRE