A 10 A Simple Method for Amination of 1,2,4-triazin-3(2H)-ones [Text] : доклад, тезисы доклада / O. N. Chupakhin, T. L. Pilicheva, G. V. Zyryanov, I. N. Egorov, V. L. Rusinov // International Memorial I.Postovsky Conference on Organic Chemisty, Ekaterinburg, March 17-20, 1998 : program and abstracts. - Ekaterinburg, 1998. - P148 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
A 89 Asymmetric induction in the reactions of 3-aryl-1,2,4-triazin-5(4H)-ones with C-nucleophiles [Electronic resource] / I. N. Egorov, G. V. Zyryanov, E. N. Ulomskii, V. L. Rusinov, O. N. Chupakhin // Tetrahedron Letters. - 2006. - Vol. 47, № 42. - P7485-7487 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: 3-Aryl-1,2,4-triazin-5(4H)-ones, in the presence of N-protected amino acids, react with C-nucleophiles to form 1-acyl-6-Nu-3-aryl-1,6-dihydro-1,2,4-triazin-5(4H)-ones in high diastereomeric excess. This is the first case of the use of amino acids as chiral auxiliaries in nucleophilic additions to triazinones. \\\\Expert2\\nbo\\Tetrahedron Letters\\2006, v. 47, p.7485.pdf |
A 89 Asymmetric induction in the nucleophilic addition in the series of aromatic azines [Electronic resource] / I. N. Egorov, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin // Russian Chemical Reviews. - 2005. - Vol. 74, № 12. - P1073-1087 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Stereoselective reactions of nucleophilic addition to the C=N bond in aromatic azines resulting in chiral products are reviewed. Various methods of inducing the optical activity are discussed. \\\\Expert2\\nbo\\Russian Chemical Reviews\\2005, V.74, p.1073.pdf |
D 53 Diastereoselective synthesis of 3-substituted acylamino-3,4-dihydro-1,2,4-triazinones [Electronic resource] / I. N. Egorov, B. Konig, V. L. Rusinov, O. N. Chupakhin // Mendeleev Communications. - 2008. - Vol. 18, № 2. - P99-101 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: 6-Phenyl-1,2,4-triazin-5(4H)-one 1 reacts with C-nucleophiles, such as indole, in the presence of N-acetylamino acids, to yield 2-acyl-3-indolyl-6-phenyl-3,4-dihydro-1,2,4-triazin-5(4H)-ones 2–6 with high diastereoselectivity \\\\Expert2\\nbo\\Mendeleev Communications\\2008, v.18, p.99.pdf |
S 98 Synthesis of 8-Aryl[1,2,4]triazolo[1,5-d][1,2,4]triazin-5(6H)-ones by S HN Reactions [Electronic resource] / V. L. Rusinov, G. V. Zyryanov, I. N. Egorov, E. N. Ulomskii, G. G. Aleksandrov, O. N. Chupakhin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2004. - Vol. 40, № 1. - P85-89 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: A new procedure has been proposed for the synthesis of 8-aryl[1,2,4]triazolo[1,5-d][1,2,4]-triazin-5(6H)-ones by reaction of 6-aryl-1,2,4-triazin-3(2H)-ones with hydrazides derived from aliphatic, aromatic, and heterocyclic carboxylic acids. The process invloves nucleophilic substitution of hydrogen (SN H)in aryltriazinones, oxidative closure of azole ring, and Dimroth rearrangement \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2004, 40 (1), 85.pdf |
E 12 Easy synthesis of azacytosine derivatives [Text] / G. V. Zyryanov, T. L. Pilicheva, I. N. Egorov, V. L. Rusinov, O. N. Chupakhin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2000. - Vol. 36, № 4. - P602-604. - Bibliogr. : p. 604 (4 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): EASY SYNTHESIS -- DERIVATIVES -- AZACYTOSINE DERIVATIVES |
E 31 Egorov, I. N. The direct arylation of 1,3,5-triazin-2,4(1H,3H)-dione [Text] / I. N. Egorov, V. L. Rusinov, O. N. Chupakhin // Tetrahedron Letters. - 2010. - Vol. 51, № . - P1717-1718 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Direct introduction of non-activated arenes to 1,3,5-triazin-2,4(1H,3H)-dione in the presence of AlCl3 is described \\\\Expert2\\nbo\\Tetrahedron Letters\\2010, v.51, p.1717.pdf |
A 89 Asymmetric induction in the reactions of azinones with C-nucleophiles [Electronic resource] / O. N. Chupakhin, I. N. Egorov, V. L. Rusinov, P. A. Slepukhin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2010. - Vol. 59, № 5. - P991-1001 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): TRIAZINONES -- QUINOXALIN -- C-NUCLEOPHILES -- INDOLES Аннотация: Effect of acylating agents on the course of addition of C-nucleophiles to 1,2,4- and 1,3,5-triazinones, as well as to quinoxalin-2(1H)-one, was studied. A series of new azinone derivatives was obtained. A method for the preparation of diastereomerically pure addition products of indoles to 1,2,4-triazinones and quinoxalin-2(1H)-one in the presence of N-Ts-L-amino acid acyl chlorides was suggested \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2010, 59 (5), 991-1001.pdf |
S 98 Synthesis and Crystal Structure of (S)-2-((S)-2-(N-Ts-Amino)-3-methylbutanoyl)-3-(1H-indol-3-yl)-6-phenyl-3,4-dihydro-1,2,4-triazin-5(2H)-one [Electronic resource] / I. N. Egorov, V. L. Rusinov, P. A. Slepukhin, O. N. Chupakhin // Journal of Chemical Crystallography . - 2010. - Vol. 40, № 4. - P387-390 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The diastereoselective synthesis, NMR and X-ray structure of (S)-2-((S)-2-(N-Ts-amino)-3-methylbutanoyl)-3-(1H-indol-3-yl)-6-phenyl-3,4-dihydro-1,2,4-triazin-5(2H)-one—a potential antivirus agent are reported. The compound crystallizes in the triclinic space group P1 with unit cell parameters: a = 5.9259(6) A, b = 9.6370(12) A, c = 12.9541(9) A, = 109.210(9)°, beta = 90.804(7)°, y = 105.074(10)° and Z = 1. \\\\Expert2\\nbo\\Journal of Chemical Crystallography\\2010.v.40, N 4, p.387.pdf |
A 20 Addition of C-nucleophiles to 5-phenylpyrimidin-2(1H)-ones and 6-phenyl-1,2,4-triazin-3(2H)-one / I. N. Egorov, T. A. Tseitler, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin // ARKIVOC. - 2011. - С. 323-334 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): PHENYLPYRIMIDIN -- TRIAZINE -- NUCLEOPHILES \\\\Expert2\\nbo\\ARKIVOC\\2011, p.323.pdf |
R 30 Reaction of 3-phenyl-1,2,4-triazin-5(4H)-one under acylating conditions with natural alcohols containing an asymmetric carbon atom / I. N. Egorov, G. V. Zyryanov, P. A. Slepukhin, T. A. Tseitler, V. L. Rusinov, O. N. Chupakhin // Chemistry of Heterocyclic Compounds. - 2012. - Vol.48, №4. - С. 625-633 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): CARBON ATOM -- NATURAL ALCOHOLS -- CHOLESTEROL Аннотация: This study describes the reactions of natural chiral alcohols such as borneol, isoborneol, cholesterol, and dihydrocholesterol with 3-phenyl-1,2,4-triazin-5(4H)-one in the presence of carboxylic acid anh \\\\Expert2\\nbo\\Chemistry of Heterocyclic Compounds\\2012, v.48, N 4, p.625-633.pdf |
C 52 Chichibabin-Type Condensation of Cyclic Ketones with 3-R-1,2,4-triazin-5(4H)-ones / I. N. Egorov, T. A. Tseitler, I. S. Kovalev, P. A. Slepukhin, V. L. Rusinov, O. N. Chupakhin // Journal of Organic Chemistry. - 2012. - Vol.77, №14. - С. 6007-6013 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): CYCLIC KETONES -- TRIAZINE -- KETONES Аннотация: Reactions between substituted 1,2,4-triazines and ketones were investigated. General procedures for one-pot synthesis of hydrogenated derivatives of such polycyclic systems as benzo[c][1,2,4]triazino[1,6-a][2]azecine, [1,2,4]triazino[1,6-f]phenantridine, and dicyclopenta[b,d]pyrido[1,2-f][1,2,4]triazine are described \\\\Expert2\\nbo\\Journal of Organic Chemistry\\2010, v.77, p.6007.pdf |
S 98 Synthesis of isobornylphenol-containing 3-aryl-1,2,4-triazin-5(4H)-ones / I. N. Egorov, O. N. Chupakhin, M. V. Berezin, G. L. Rusinov, V. L. Rusinov, E. V. Buravlev // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2011. - Vol.60, №5. - С. 914-918 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): SYNTHESIS -- TRIAZINE -- ISOBORNYLPHENOL Аннотация: A method for modification of 3-aryl-1,2,4-triazin-5(4H)-ones with isobornylphenols was proposed. The influence of various acylating agents on the reaction pathway was stu \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2011, 60 (5), 914-918.pdf |
P 91 Preparation of (benzo)isoquinolines using in situ generated aryne intermediates [Electronic resource] / D. S. Kopchuk, G. V. Zyryanov, I. S. Kovalev, V. L. Rusinov, I. N. Egorov, O. N. Chupakhin // Chemistry of Heterocyclic Compounds. - 2013. - Vol.48, №12. - P1871-1873 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): (BENZO)ISOQUINOLINE -- 1,2,4-TRIAZINE -- ARYNE INTERMEDIATES -- CYCLOADDITION -- DIELS-ALDER REACTION \\\\expert2\\NBO\\Chemistry of Heterocyclic Compounds\\2013, v.48, N 12, p. 1871-1873.pdf |
E 31 Egorov, I. N. Asymmetric induction in reactions of chiral acylazinium salts (review) [Электронный ресурс] / I. N. Egorov, V. L. Rusinov, O. N. Chupakhin // Chemistry of Heterocyclic Compounds. - 2012. - Vol.48, №5. - P684-697 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 1,2,4-TRIAZINES -- ACYLAZINIUM SALTS -- ASYMMETRIC INDUCTION Аннотация: The effectiveness of asymmetric induction in the reactions of chiral acylazinium salts produced from pyridines, quinolines, isoquinolines, 1,2,4-triazinones, and a series of chiral acylating agents is analyzed \\\\Expert2\\NBO\\Chemistry of Heterocyclic Compounds\\2012, v.48, N 5, p.684-697.pdf |
P 91 Preparation of triazatriphenylene cations, promising chemosensors for nitro compounds [Electronic resource] / D. S. Kopchuk, I. N. Egorov, T. A. Tseitler, A. F. Khasanov, I. S. Kovalev, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin // Chemistry of Heterocyclic Compounds. - 2013. - Vol.49, №3. - P503-505. - Библиогр.: с. 505 (10 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): TRIAZATRIPHENYLENE -- CATIONS -- NITRO COMPOUNDS \\\\expert2\\NBO\\Chemistry of Heterocyclic Compounds\\2013, v.49, N 3, p. 503-505.pdf |
A 89 Asymmetric Reactions of a Series of Aromatic Azines with Nucleophiles / I. N. Egorov, T. A. Tseitler, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin // Heterocycles. - 2012. - Vol.86, №2. - С. 821-889 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): NUCLEOPHILIC ADDITION -- AZINE SERIES -- STEREOSELECTIVE FORMATION Аннотация: Current review is devoted to the reactions of nucleophilic addition in azine series, leading to the stereoselective formation of optically active products. Three types of reactions are reviewed: the reactions of achiral nucleophiles with chiral azines; the reactions of chiral nucleophiles with achiral azines; reactions of achiral nucleophiles with achiral azines in the presence of chiral catalysts |
E 31 Egorov, I. N. Synthesis of chiral pyrimidin-2(1H)-Ones from n-Carbamoyl amino acids [Electronic resource] / I. N. Egorov, V. L. Rusinov, O. N. Chupakhin // Zeitschrift fur Naturforschung - Section B. Journal of Chemical Science. - 2013. - Vol.68, №11. - С. 1253-1258. - Bibliogr. : p. 1258 (15 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): AMINO ACIDS -- CHIRALITY -- CONDENSATION Аннотация: A series of previously unknown pyrimidin-2(1H)-ones containing chiral amino acid fragments was synthesized from 1,1,3,3-tetramethoxypropane and N-carbamoyl derivatives of amino acids under acidic conditions |
Asymmetrically functionalized 1,3-Di(2-pyridyl)benzenes: synthesis and photophysical studies / E. S. Starnovskaya, D. S. Kopchuk, Y. K. Shtaitz [et al.] // Journal of fluorescence. - 2021. - № 32. - P125–133 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 1,2,4-TRIAZINES -- 1,3-DI(2-PYRIDYL)BENZENES -- AZA-DIELS-ALDER REACTION -- CROSS-COUPLING -- FLUORESCENCE Аннотация: A convenient synthetic approach to asymmetrically functionalized 1,3-di(2-pyridyl)benzenes starting from 3-(3-bromophenyl)-1,2,4-triazines using sequential aza-Diels–Alder reactions and Stille cross-coupling is reported. Photophysical properties of the obtained compounds are studied. |
C 73 Combination of the Snh/aza-diels–alder reactions as effective synthetic approach to 8-hydroxy(methoxy)-substituted 2-[6-(1-methylindol-3-yl)pyridin-2-yl]quinoline ligands/fluorophores / M. I. Savchuk, D. S. Kopchuk, I. N. Egorov [et al.] // Russian Journal of General Chemistry. - 2021. - Vol. 91, № 5. - P779-784 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): AZA-DIELS–ALDER REACTION -- 1,2,4-TRIAZINES -- 8-METHOXYQUINOLINE -- DEMETHYLATION -- AUTOCLAVE Аннотация: 8-Hydroxy(methoxy)-substituted 2-[6-(1-methylindol-3-yl)pyridin-2-yl]quinoline ligands were synthesized by means of combination of SNH reaction between 8-methoxy-substituted 2-(6-aryl-1,2,4-triazin-3-yl)quinolones and indole and aza-Diels–Alder reaction of the obtained 1,2,4-triazines with 2,5-norbornadiene. The demethylation of quinoline moiety of 1,2,4-triazine precursor during aza-Diels–Alder reaction in autoclave was demonstrated. |