Synthesis and reactivity of 2-polyfluoroalkylchromene-4(4<Emphasis Type="Italic">H</Emphasis>)-thiones

2-Polyfluoroalkylchromene-4(4H)-thiones, synthesized from 2-polyfluoroalkylchromones and P₂S₅, react with aniline, phenylhydrazines, and hydroxylamine at the C(4) atom and afford corresponding anils, phenylhydrazones, and oximes of chromones. On heating in alcohol 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-Δ²-isoxazolines.__________Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 2188–2195, October, 2004.