R 30 Reactions of β-azolylenamines with sulfonyl azides as an approach to N-unsubstituted 1,2,3-triazoles and ethene-1,2-diamines [Electronic resource] / I. Efimov, V. A. Bakulev, N. Beliaev, M. A. Ezhikova, W. Dehaen, P. A. Slepukhin // European Journal of Organic Chemistry. - 2014. - Vol. 2014, №17. - С. 3684-3689. - Bibliogr. : p. 3689 (49 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): AZIDES -- CYCLOADDITION -- NITROGEN HETEROCYCLES Аннотация: The reactions of β-azolylenamines 1 with sulfonyl azides 2 in acetonitrile furnished 1H-4-(azol-5-yl)-1,2,3-triazoles 3 in yields of 52-93%. β-Benzoylenaminones and β-nitroenamine of type 1 also reacted with tosyl azide to form the same type of products 3, proving the generality and efficiency of the method for the synthesis of N-unsubstituted 1,2,3-triazoles. On the other hand, the reactions of 3-(1-aryl-1,2,3-triazol-5-yl)enamines with tosyl azide in the absence of a solvent afforded a mixture of (E)-1-dimethylamino-2-tosylaminoethenes 5 and N,N-dimethyl-N′- tosylformamidine 6 in yields of 40-50 and 20%, respectively. The formation of a variety of compounds from the reactions of enamines 1 with sulfonyl azides 2 is rationalized by the various possible transformations of the intermediate 5-dimethylamino-1,2,3-triazolines \\\\expert2\\nbo\\European Journal of Organic Chemistry\\2014, № 17. p.3684.pdf |