Вид документа : Шифр издания : 54/C 75 Автор(ы) : Verbitskiy E. V., Rusinov G. L., Charushin V. N., Chupakhin O. N., Cheprakova E. M., Slepukhin P. A., Pervova M. G., Kodess M. I. Заглавие : Consecutive S-N(H) and Suzuki–Miyaura Cross-Coupling Reactions – an Efficient Synthetic Strategy to Pyrimidines Bearing Pyrrole and Indole Fragments Место публикации : European Journal of Organic Chemistry. - 2012. - Vol. 2012, №33. - С. 6612-6621 ББК : 54 Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ Ключевые слова (''Своб.индексиров.''): synthetic methods--cross-cou­pling--nitrogen heterocycles Аннотация: The combination of the Suzuki–Miyaura cross-coupling and nucleophilic aromatic substitution of hydrogen reactions is a versatile tool for the syntheses of 4-(1R-pyrrol-2-yl)- and 4-(1R-indol-3-yl)-5-(hetero)aryl-substituted pyrimidines from commercially available 5-bromopyrimidine. The SNH [AE, (addition–elimination)] and SNH [AO, (addition–oxidation)] reactions of 5-bromopyrimidine with pyrroles and indoles were studied by gas chromatography–mass spectrometry. The structures of the intermediate σH adducts as well as the pyrrole-(hetero)arylpyrimidine and indole-(hetero)arylpyrimidine dyads were established for the first time by X-ray crystal structure analysis Доп.точки доступа: Verbitskiy, E. V.; Rusinov, G. L.; Русинов Геннадий Леонидович; Charushin, V. N.; Chupakhin, O. N.; Cheprakova, E. M.; Slepukhin, P. A.; Pervova, M. G.; Kodess, M. I.; Кодесс Михаил Исаакович