S 81 Stable sigma(H)-adducts in reactions of ferrocenyllithium with azines [Electronic resource] / I. A. Utepova, A. E. Lakhina, M. V. Varaksin, I. S. Kovalev, V. L. Rusinov, P. A. Slepukhin, M. I. Kodess, O. N. Chupakhin> // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2008. - Vol. 57, № 10. - P2156-2161 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Stable sigma(H)-adducts as intermediates of the nucleophilic substitution of hydrogen in 3-(2-pyridyl)-1,2,4-triazines were obtained for the first time using ferrocenyllithium as a nucleophilic reagent. The three-dimensional structures of the reaction products were established based on the X-ray diffraction study of 1-[4-ethyl-6-phenyl-3-(2-pyridyl)-5(H)-1,2,4-triazin-5-yl]f \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2008, 57 (10), 2156.pdf |
T 82 Transformations of 1,2,4-Triazines in Reactions with Nucleophiles: V. SNH and ipso-Substitution in the Synthesis and Transformations of 5-Cyano-1,2,4-triazines [Electronic resource] / D. N. Kozhevnikov, V. N. Kozhevnikov, I. S. Kovalev, V. L. Rusinov, O. N. Chupakhin, G. G. Aleksandrov> // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2002. - Vol. 38, № 5. - P744-750 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The scope of functionalization of 1,2,4-triazines can be considerably extended via successive nucleophilic substitution of hydrogen (SN H) and ipso-substitution. A convenient procedure has been developed for direct cyanation of 1,2,4-triazine 4-oxides with acetone cyanohydrin in the presence of triethylamine. The cyano group in the resulting 5-cyano-1,2,4-triazines is readily replaced by reactions with various aliphatic alcohols and amines \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2002, 38 (5), 744.pdf |
C 53 Chloromethyl-, dichloromethyl-, and trichloromethyl-1,2,4-triazines and their 4-oxides: method for the synthesis and tele-substitution reactions with C-nucleophiles [Electronic resource] / D. N. Kozhevnikov, N. N. Kataeva, V. L. Rusinov, O. N. Chupakhin> // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2004. - Vol. 53, № 6. - P1295-1300 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: A simple procedure was developed for the synthesis of 1,2,4-triazines and their 4-oxides containing the ClCH2, Cl2CH, or CCl3 group at position 3 by cyclization of 2-aryl-2-hydrazono-1-oximinoethanes with the corresponding chloroacetonitriles. The reaction pathway depends on the number of halogen atoms in the acetonitrile used. The reactions with trichloroacetonitrile, monochloroacetonitrile, and dichloroacetonitrile afford 3-trichloromethyl-1,2,4-triazines, 3-chloromethyl-1,2,4-triazine 4-oxides, and a mixture of the corresponding dichloromethyltriazines and their 4-oxides, respectively. The reactions of 3-trichloromethyl-1,2,4-triazines with indoles and phenols are accompanied by tele-substitution with elimination of halogen from the trichloromethyl group to give 5-indolyl- (or 5-hydroxyphenyl)-3-dichloromethyl-1,2,4-triazines \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2004, 53 (6), 1295-1300.pdf |
5-Acylmethyl-3-(2-pyridyl)-1,2,4-triazines: Synthesis and Complexes with Cu(II) [Electronic resource] / A. M. Prokhorov, D. N. Kozhevnikov, V. L. Rusinov, A. I. Matern, M. M. Nikitin, O. N. Chupakhin, I. L. Eremenko, G. G. Aleksandrov> // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2005. - Vol. 41, № 11. - P1702-1705 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: 5-Acylmethyl-3-(2-pyridyl)-1,2,4-triazines are easily prepared from accessible 3-(2-pyridyl)-1,2,4-triazine 4-oxides by reaction of the latter with acetophenone or trifluoroacetone in the presence of NaH. The compounds obtained behaved as efficient ligands in reaction with CuCl2 furnishing dimeric neutral complexes with Cu(II) whose structure was investigated by means of X-ray diffraction analysis \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2005, 41 (11), 1702-1705.pdf |
R 95 Rusinov, V. L. Fluorinated Triazines / V. L. Rusinov, E. V. Nosova, V. N. Charushin> // Fluorine in Heterocyclic Chemistry : Издательство "Springer", 2014. - Vol. 2. - С. 673-716. - Bibliogr. : p. 715-716 (119 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): SYNTHETIC ROUTES -- 1,2,3-TRIAZINES -- 1,2,4-TRIAZINES -- 1,3,5-TRIAZINES Аннотация: In this chapter data on structure, synthetic routes, reactivity of derivatives of 1,2,3-triazines, 1,2,4-triazines and 1,3,5-triazines − bearing one or several fluorine atoms in heterocyclic ring as well as trifluoromethyl substituted triazines are considered and analyzed, and also their certain representatives are discussed |