Study of the reactions of fluorinated α,β-unsaturated carbonyl compounds with nitrogen and sulfur dinucleophiles

The fluorinated alpha,beta -unsaturated ketone 1,1,1-trifluoro-4-ethoxy-3-butene-2-one reacted with dinucleophiles such as 2-aminothiophenol and 2-amino-ethanethiol to give trifluoroacetyl substituted 4H-1,4-benzothiazine, or 4H-1,4-thiazine, while the reaction of 5-trifluoroacetyl-3,4-dihydro-2H-pyran or 4-trifluoroacetyl-2,3-dihydro-furan with 2-amino-phenthiol gave 3-(2,2,3-2H-benzothiazolyl)-2-(trifluoromethyl)-tetrahydrofuran-2-ol or 3-(2-2,3-2H-benzothiazolyl)-2-(trifluoromethyl)- tetrahydro-2H-pyran-2-ol, respectively. (C) 2001 Elsevier Science B.V. All rights reserved.