Вид документа : Статья из журнала Шифр издания : 54/A 10 Автор(ы) : Saloutina L. V., Zapevalov A. Ya., Saloutin V. I., Slepukhin P. A., Kodess M. I., Kirichenko V. E., Pervova M. G., Chupakhin O. N. Заглавие : A route to fluorocontaining N,S-heterocycles via octafluoro-2,3-epoxybutane Место публикации : Journal of Fluorine Chemistry. - 2007. - Vol. 128, № 7. - С. 769-778 ББК : 54 Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The reaction of octafluoro-2,3-epoxybutane 1 with 2-aminothiophenol gave three kinds of novel fluorocontaining N,S-heterocyclic compounds depending on the solvent nature: 2,3-bis(trifluoromethyl)-3,4-dihydro-2H-1,4-benzothiazin-2-ol 2, 2-trifluoromethyl-2-[1-(2-aminophenylthio)-2,2,2-trifluoroethyl]-1,3-benzothiazolidine 6 and 5a,11a-bis(trifluoromethyl)-5a,6,11a,12-tetrahydro-5,11-dithia-6,12-diazanaphthacene 5. Use of the toluene, dioxane, tetrahydrofuran, acetonitrile and dimethoxyethane gave the unexpected dihydrobenzothiazine 2 (RS,SR RR,SS) in good to moderate yields. In dimethylsulfoxide and N,N-dimethylacetamide, unusual cyclization occurred resulting in benzothiazolidine 6 (RS,SR/RR,SS 1:1) in moderate yields. Formation of minor 1,1,1,3,4,4,4-heptafluoro-3-(2-aminophenylthio)-2,2-dihydroxybutane 4 which was converted into bis(benzothiazine) 5 was observed in all solvents tested with the exception of toluene and dioxane. The molecular structure of the RS,SR-diastereomer of dihydrobenzothiazine 2, bis(benzothiazine) 5 and the RS,SR-diastereomer of benzothiazolidine 6 has been established by X-ray crystallography. Держатели документа: Центральная научная библиотека УрО РАН Доп.точки доступа: Saloutina, L. V.; Салоутина Людмила Васильевна; Zapevalov, A. Ya.; Запевалов Александр Яковлевич; Saloutin, V. I.; Slepukhin, P. A.; Kodess, M. I.; Кодесс Михаил Исаакович; Kirichenko, V. E.; Кириченко Валентина Евгеньевна; Pervova, M. G.; Chupakhin, O. N.