Z 99 [3+2]- Versus [4+2]-cycloaddition reactions of 3-methylsulfanyl-2-arylazo-3-(pyrrolidin-1-yl)acrylonitriles with N-substituted maleimides involving pyrrolidine-derived azomethine ylides [Text] / T. G. Deryabina, N. P. Belskaia, M. I. Kodess, V. A. Bakulev // Tetrahedron Letters. - 2006. - Vol. 47, № 11. - P1853-1855 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: 3-Methylsulfanyl-2-arylazo-3-(pyrrolidin-1-yl)acrylonitriles do not enter into [4+2]-cycloaddition reactions with maleimides to form the expected pyrrolo-pyridazines. Instead the formation of novel pyrrolo-pyridazines of type 4 takes place via a formal [3+2]-cycloaddition of initially formed pyrrolidine-derived azomethine ylides 7. The mechanism leading to the final product is discussed???? \\\\Expert2\\nbo\\Tetrahedron Letters\\2006, v. 47, p.1853.pdf |
3-Alkylsulfanyl-2-arylazo-3-(pyrrolidin-1-yl)-acrylonitriles as masked 1,3-dipoles [Text] / N. P. Belskaia, V. A. Bakulev, T. G. Deryabina, J. O. Subbotina, M. I. Kodess // Tetrahedron. - 2009. - Vol. 65, № 36. - P7662-7672 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Reaction of 3-alkylsulfanyl-2-arylazo-3-(pyrrolidin-1-yl)acrylonitriles with maleimides, dimethyl maleate and dimethylacetylene dicarboxylate were carried out to give octahydro-pyrrolo[3,4-a]pyrrolizin-4-ylidenes, hexahydro-pyrrolizines and 6,7-dihydro-5H-pyrrolizines. The formation of the synthesized compounds is explained by a 1,3-dipolar cycloaddition of an in situ generated azomethine ylide. The mechanisms of the formation of these active intermediates were discussed with the aid of density functional theory methods with the B3LYP functional 6-31G+ calculations using the STQN method and chemical experiments \\\\Expert2\\nbo\\Tetrahedron\\2009, v. 65, p. 7662.pdf |
D 45 Deryabina, T. G. Interaction 3-(2-hydroxy-2-aryl/hetaryl-vinil)-1H-quinoxalin-2-ones with hydrazine hydrate [Text] : доклад, тезисы доклада / T. G. Deryabina, I. A. Utepova, O. N. Chupakhin // Fifth International Conference on Organic Chemistry for young Scientists (InterYCOS-2009) "Universities Contribution in the Organic Chemistry Progress", devoted to the 175 th anniversary of D.I.Mendeleevs birthday and 80th anniversary of the Chemistry department of St. Petersburg State University foundation, Saint-Petersburg, 22-25 june 2009 : abstr. - СПб., 2009. - 117 (P-1-19). - Bibliogr. : p. 117 (1 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ |
A 10 A novel approach to fused 1,2,4-triazines by intramolecular cyclization of 1,2-diaza-1,3-butadienes bearing allyl(propargyl)sulfanyl and cyclic tert-amino groups [Text] / N. P. Belskaia, T. G. Deryabina, A. V. Koksharov, M. I. Kodess, A. T. Lebedev, V. A. Bakulev // Tetrahedron Letters. - 2007. - Vol. 48, № 52. - P9128-9131 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: 3-Allyl- and 3-prop-1-ynylsulfanyl-2-arylazo-3-cycloalkylamino-acrylonitriles undergo cyclization under mild conditions to afford the novel heterocyclic systems 1,4,6,7,8,8a-hexahydropyrrolo[2,1-c][1,2,4]-triazine-4-thione, 1,4,6,7,9,9a-hexahydro-[1,4]oxazino[3,4-c][1,2,4]triazine and 1,6,7,8,9,9a-hexahydro-4H-pyrido[2,1-c][1,2,4]triazine via a number of consecutive pericyclic reactions \\\\Expert2\\nbo\\Tetrahedron Letters\\2007, v. 48, p.9128.pdf |
R 30 Reactions of 3-alkylsulfanyl-2-arylazo-3-(1-azacycloalk-1-yl)acrylonitriles with maleimide [Electronic resource] / N. P. Belskaia, A. V. Koksharov, T. G. Deryabina, O. S. Eltsov, P. A. Slepukhin, V. A. Bakulev // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2010. - Vol. 59, № 4. - P833-837 : рис., табл. Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Reactions of 2-arylazo-3-(1-azacycloalk-1-yl)-3-methylsulfanylacrylonitriles with male-imide in benzene gave octahydropyrrolo[3,4-a]pyrrolizines 2a-c, decahydro-2,7a-diaza-cyclopenta[a]indene 2e, and decahydro-5-oxa-2,7a-diazacyclopenta[a]indene 2f as a result of 1,3-dipolar cycloaddition. In a similar reaction with 3-allylsulfanyl-2-arylazo-3-(1-azacycloalk-1-yl)acrylonitriles 3, dipolar cycloaddition and intramolecular cyclization competed to give a mixture of compounds 2 (major products) and 1,4,6,7,8,8a-hexahydropyrrolo[2,1-c]-1,2,4-triazines 4b-d, 1,6,7,8,9,9a-hexahydro-4H-pyrido[2,1-c]-1,2,4-triazine 4e, and 1,4,6,7,9,9a-hexahydro-1,4-oxazino[3,4-c]-1,2,4-triazine 4f (minor products) \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2010, 59 (4), 833-837.pdf |