S 98 Synthesis of fluorine containing N-heterocycles using oxides of terminal perfluoroolefins and urea / L. V. Saloutina, A. Ya. Zapevalov, M. I. Kodess, P. A. Slepukhin, V. I. Saloutin, O. N. Chupakhin // Journal of Fluorine Chemistry. - 2012. - Vol.139. - С. 16-22 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): Me2SO -- PERFLUOROOLEFINS -- UREA Аннотация: The reaction of octafluoro-1,2-epoxybutane (1) with urea in Me2SO, aqueous Me2SO, aqueous dioxane, aqueous acetonitrile and of hexadecafluoro-1,2-epoxyoctane (2) with urea in aqueous Me2SO gave perfluoroalkylhydantoins – 5-hydroxy-5-pentafluoroethylimidazolidine-2,4-dione (4a) (yield 40–42%) and 5-hydroxy-5-tridecafluorohexylimidazolidine-2,4-dione (4b) (yield 54%), respectively. Use of dioxane and acetonitrile in the reaction of oxiranes 1, 2 with urea led to unexpected heterocyclic products – perfluoroalkyloxazoles 7a, b (yield 11–82%). Perfluoroalkyl containing allantoin – 5-tridecafluorohexyl-5-ureidoimidazolidine-2,4-dione (3b) (yield 19%) and polyfluoroalkyl containing urea–(2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoro-1-hydroxyheptyl)urea (6b) (yield 46%) have been first obtained by the reaction of oxirane 2 with urea in Me2SO and aqueous Me2SO, respectively \\\\Expert2\\nbo\\Journal of Fluorine Chemistry\\2012, v. 139, p.16.pdf |