Вид документа : Статья из журнала
Шифр издания : 54/S 98
Автор(ы) : Khudina O. G., Shchegol'kov E. V., Burgart Ya. V., Kodess M. I., Kazheva O. N., Chekhlov A. N., Shilov G. V., Dyachenko O. A., Saloutin V. I., Chupakhin O. N.
Заглавие : Synthesis and the reactions of trifluoromethylated 1,2,3-triketones 2-(het)arylhydrazones and 4,7-dihydroazolo[5,1-c]triazines
Место публикации : Journal of Fluorine Chemistry. - 2005. - Vol. 126, № 8. - С. 1230-1238
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The coupling of trifluoromethylated 1,3-diketones with (het)aryldiazonium chlorides results mainly in the formation of 1,2,3-triketones 2-(het)arylhydrazones while using hetarylamine with a NH-group at the ?-position of the heterocycle as the diazonium component gives 4,7-dihydroazolo[5,1-c]triazines due to cyclization at the trifluoroacetyl fragment. Trifluoromethylated 1,2,3-triketones 2-(het)arylhydrazones and 7-hydroxy-4,7-dihydroazolo[5,1-c]triazines react regio-selectively with methyl hydrazine and phenyl hydrazine to form 3-CF3-pyrazoles. The long-range coupling constants (JF-H) of 1-methylpyrazoles and the chemical shifts of trifluoromethyl groups in the 19F NMR spectra can be used for the determination of regio-isomeric structures of mono(trifluoromethyl)-substituted pyrazoles. 2-(Het)arylhydrazones and 4,7-dihydroazolo[5,1-c]triazines with two trifluoromethyl substituents afford the mixtures of cis- and trans-azopyrazoles in the reactions with hydrazines.
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Доп.точки доступа:
Khudina, O. G.; Shchegol'kov, E. V.; Burgart, Ya. V.; Бургарт Янина Валерьевна; Kodess, M. I.; Кодесс Михаил Исаакович; Kazheva, O. N.; Chekhlov, A. N.; Shilov, G. V.; Dyachenko, O. A.; Saloutin, V. I.; Chupakhin, O. N.