2 Polyfluoroalkylchromene 4(4H ) thiones, synthesized from 2 polyfluoroalkylchromones and P 2 S 5 , react with aniline, phenylhydrazines, and hydroxylamine at the С(4) atom and afford corresponding anils, phenylhydrazones, and oximes of chromones. On heating in alco hol in the presence of concentrated HCl, chromone phenylhydrazones and oximes undergo ring closure to form 3 (2 hydroxyaryl) 1 phenyl 5 polyfluoroalkylpyrazoles and 5 hydroxy 3 (2 hydroxyaryl) 5 polyfluoroalkyl ∆ 2 isoxazolines.
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ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
2 Trifluoromethyl 4H thiochromene 4 thione obtained from 2 trifluoromethyl 4H thiochromen 4 one and P 2 S 5 reacts with aromatic amines, hydrazine hydrate, phenylhydr azine, and hydroxylamine at the C(4) atom of the chromene ring to give the corresponding anils, azine, hydrazones, and oxime of thiochromone. 2 Trifluoromethyl 4H thiochromen 4 one is oxidized by hydrogen peroxide in AcOH into 4 oxo 2 trifluoromethyl 4H thio chromene 1,1 dioxide and reduced by NaBH 4 to 2 trifluoromethyl 4H thiochromen 4 ol or cis 2 (trifluoromethyl)thiochroman 4 ol. When treated with hydrazine hydrate, thiochromen 4 one gives 3(5) (2 mercaptophenyl) 5(3) trifluoromethylpyrazole.
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