S 69 S-N(H)-Reactions of triazolo[4,3-b]- and tetrazolo[1,5-b]-1,2,4-triazines with methylene-active carbonyl compounds [Electronic resource] / G. L. Rusinov, N. A. Itsikson, D. G. Beresnev, M. I. Kodess, O. N. Chupakhin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2001. - Vol. 50, № 11. - P2183-2187 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Unsubstituted triazolo[4,3-b]- and tetrazolo[1,5-b]-1,2,4-triazines react with carbanions generated from dimedone and barbituric acid to give adducts of a C-nucleophile with the heterocyclic system through the C=N double bond. The adducts can be oxidized under mild conditions into products of nucleophilic hydrogen substitution. Analogous adducts with carbanions produced in the reactions of ethyl cyanoacetate and ethyl malonate with ButOK proved to be unstable; in this case, the title azolotriazines immediately yield products of nucleophilic hydrogen substitution in position 7. Tautomerism of the S N H products obtained is discussed. \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2001, 50 (11), 2183.pdf |