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1.
Инвентарный номер: нет.
   
   U 88


   
    Use of the tandem An-An reactions for the synthesis of condensed 1,2,4-triazines [Text] : доклад, тезисы доклада / V. N. Charushin, N. N. Mochul`skaya, A. A. Andreiko, M. I. Kodess, O. N. Chupakhin // XXth European Colloquium on Heterocyclic Chemistry, Stockholm,Sweden, 18-21 Aug. 2002 г. - Stockholm, 2002. - PA:8
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ

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2.
Инвентарный номер: нет.
   
   U 88


   
    Use of tandem AN-AN reactions for the synthesis of thiazolo[4,5-e]-1,2,4-triazines [Electronic resource] / V. N. Charushin, N. N. Mochul`skaya, A. A. Andreiko, M. I. Kodess, O. N. Chupakhin // Mendeleev Communications. - 2002. - Vol. 12, № 1. - P28-29
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: 3-Aryl-1,2,4-triazines react with thioamides in acetic anhydride to produce thiazolo[4,5-e]-1,2,4-triazine derivatives and this reaction represents a new method for the fusion of thiazole and 1,2,4-triazine rings based on the nucleophilic ortho-diaddition type (AN-AN) cyclization reactions??????

\\\\expert2\\nbo\\Mendeleev Communications\\2002, v.12, N 1. p.28.pdf
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3.
Инвентарный номер: нет.
   
   T 82


   
    Transition-Metal-Free Cross-Dehydrogenative Coupling of Triazines with 5,7-Dihydroxycoumarins / I. A. Khalymbadzha, O. N. Chupakhin, R. F. Fatykhov, V. N. Charushin, A. V. Schepochkin, V. G. Kartsev // Synlett. - 2016. - Vol. 27, № 18. - С. 2606-2610. - Bibliogr. : p. 2609-2610 (20 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
TRIAZINES -- 5,7-DIHYDROXYCOUMARINS -- DEHYDROGENATIVE

\\\\expert2\\NBO\\Synlett\\2016, V.27, p.2606-2610.pdf
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4.
Инвентарный номер: нет.
   
   T 19


   
    Tandem AN—AN reactions in the synthesis of 1H-pyrrolo[3,2-e]-1,2,4-triazines and products of their oxidative transformations [Electronic resource] / V. N. Charushin, N. N. Mochul`skaya, A. A. Andreiko, M. I. Kodess, I. A. Litvinov, O. G. Sinyashin, O. N. Chupakhin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2003. - Vol. 52, № 8. - P1740-1749
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The reactions of 3-aryl-1,2,4-triazines with -aminovinyl ketones or ethyl -aminocrotonates in acetic anhydride at room temperature afforded cyclic products of the tandem nucleophilic addition, viz., 3a,4,7,7a-tetrahydro-1H-pyrrolo[3,2-e]-1,2,4-triazines, in good yields. Under oxidative conditions, the latter compounds underwent the pyrrole-ring opening under the action of potassium permanganate to form the corresponding triazinones and were transformed into thriazolyl-substituted pyridines under the action of selenious acid

\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2003, 52 (8), 1740.pdf
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5.
Инвентарный номер: нет.
   
   T 19


   
    Tandem A(N)-A(N) reactions in the synthesis of tetrahydrothiazolo[4,5-e][1,2,4]triazines / N. N. Mochul`skaya, P. A. Slepukhin, V. N. Charushin, M. I. Kodess // Mendeleev Communications. - 2016. - Vol. 26, № 5. - С. 375-377. - Bibliogr. : p. 377 (14 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
TRIAZINES -- ACETIC ANHYDRIDE -- SYNTHESIS
Аннотация: Reaction of 3-aryl-1,2,4-triazines with S,N-dinucleophilic N-(het)arylthioureas in acetic anhydride at room temperature affords the cyclization products, tetrahydrothiazolo[4,5-e]-[1,2,4]triazines in good yields. The structure of the heterocyclic system thus formed was confirmed by X-ray diffraction analysis.

\\\\expert2\\NBO\\Mendeleev Communications\\2016, v.26, p. 375-377.pdf
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6.
Инвентарный номер: нет.
   
   S 98


   
    Synthesis of pyridines from 1,2,4-triazines under high pressure [Electronic resource] / M. M. Krayushkin, I. P. Sedishev, V. N. Yarovenko, I. V. Zavarzin, S. K. Kotovskaya, D. N. Kozhevnikov, V. N. Charushin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2008. - Vol. 44, № 3. - P407-411
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A procedure has been proposed for the synthesis of pyridines from 1,2,4-triazine derivatives and bicyclo[2.2.1]hepta-2,5-diene under high pressure in the presence of lithium perchlorate as catalyst

\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2008, 44 (3), 407.pdf
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7.
Инвентарный номер: нет.
   
   S 98


   
    Synthesis of new meso-substituted heterocyclic calix[4]arenes via SN H approach [Electronic resource] / M. V. Varaksin, I. A. Utepova, G. N. Chupakhin, V. N. Charushin // Macroheterocycles . - 2013. - Vol.6, №4. - С. 308-314. - Bibliogr. : p. 313-314 (42 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
AZINES -- C-C COUPLING -- CALIX[4]ARENES
Аннотация: An effective synthetic approach to heterocyclic derivatives of meso-substituted calixarenes has been suggested by using the SN H methodology based on the direct, non-catalyzed by transition metals, C-C coupling of 1,2,4-triazines with the lithium salts of tetramethoxycalix[4]arenes

\\\\expert2\\NBO\\Macroheterocycles\\2013.6.4.308-314.pdf
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8.
Инвентарный номер: нет.
   
   S 98


   
    Synthesis and Evaluation of Novel [1,2,4]Triazolo[5,1-c][1,2,4]-triazines and Pyrazolo[5,1-c][1,2,4]triazines as Potential Antidiabetic Agents / V. L. Rusinov, I. M. Sapozhnikova, A. M. Bliznik, O. N. Chupakhin, V. N. Charushin, A. A. Spasov, P. M. Vassiliev, V. A. Kuznetsova, A. I. Rashchenko, D. A. Babkov // Archiv der Pharmazie. - 2017. - Vol. 350, № 5. - Pe1600361-[1]-e1600361-[15]
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
ANTIDIABETIC AGENTS -- ANTIGLYCATION -- AZOLOTRIAZINES -- CROSS-LINK BREAKERS -- DIABETES MELLITUS -- DIPEPTIDYL PEPTIDASE-4 INHIBITORS
Аннотация: Inhibition of the dipeptidyl peptidase-4 (DPP4) enzyme activity and prevention of advanced glycation end (AGE) products formation represents a reliable approach to achieve control over hyperglycemia and the associated pathogenesis of diabetic vascular complications. In the frames of this research study, several triazolo- and pyrazolotriazines were synthesized and evaluated as inhibitors of AGE products formation, DPP4, glycogen phosphorylase and α-glucosidase activities, as well as AGE cross-link breakers. From the two considered classes of heterocyclic compounds, the pyrazolotriazines showed the highest potency as antiglycating agents and DPP4 inhibitors. Structure–activity relationships (SAR) for these compounds, which can be considered as potential drugs for the treatment of type 2 diabetes, were evaluated.

\\\\Expert2\\NBO\\Archiv der Pharmazie\\2017 V 350 P.pdf
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9.
Инвентарный номер: нет.
   
   S 70


   
    Solvent-free synthesis of 5-(aryl/alkyl)amino-1,2,4-triazines and α-arylamino-2,2′-bipyridines with greener prospects / D. S. Kopchuk, N. V. Chepchugov, I. S. Kovalev, S. Santra, M. Rahman, G. V. Zyryanov, V. N. Charushin, O. N. Chupakhin, K. Giri, A. Majee // RSC Advances. - 2017. - Vol. 7, № 16. - P9610-9619
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A green and highly efficient method has been developed for the synthesis of 5-(aryl/alkyl)amino-1,2,4-triazines and a-arylamino-2,20-bipyridines according to the principles of atom economy. It has been performed by two consecutive solvent-free reaction pathways: the ipso-substitution of a cyano-group in 5-cyano-1,2,4-triazines and the aza-Diels-Alder reaction of the resulting 5-arylamino-1,2,4-triazines with 1-morpholinocyclopentene used as a dienophile. Solvent and catalyst-free conditions, operational simplicity, the compatibility with various functional groups, nonchromatographic purification technique, and high yields are the notable advantages of this procedure. The present methodology possesses a low E-factor.

\\\\Expert2\\NBO\\RSC Advances\\2017 v.7 p.9610-9619.pdf
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10.
Инвентарный номер: нет.
   
   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.)
ББК 54
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

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11.
Инвентарный номер: нет.
   
   R 95


    Rusinov, V. L.
    Biologically active azolo-1,2,4-triazines and azolopyrimidines / V. L. Rusinov, V. N. Charushin, O. N. Chupakhin // Russian chemical bulletin. - 2018. - Vol. 67, № 4. - P573-599
ББК Г
Рубрики: ХИМИЧЕСКИЕ НАУКИ

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12.
Инвентарный номер: нет.
   
   R 30


   
    Reactivity of 3-alkynylthio-1-ethyl-1,2-4-triazinium salts in intramolecular Diels-Alder reactions [Electronic resource] / V. N. Charushin, Beb Van Veldhuizen, Henk C. van der Plas, Casper H. Stam // Tetrahedron. - 1989. - Vol. 45. - С. 6499-6510. - Bibliogr. : p. 6510 (20 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
1,2,4-TRIAZINES -- TRIETHYLOXONIUM TETRAFLUOROBORATE -- DIELS-ALDER REACTIONS
Аннотация: Quaternization of 3-(3-butynylthio) and 3-(4-pentynyltio) substituted 1,2,4-triazines with triethyloxonium tetrafluoroborate in CH2Cl2 at room temperature occurs exclusively at N-1 yielding 3-alkynylthio-1-ethyl-1,2,4-triazinium salts, as unequivocally shown by the 13C NMR and X-ray crystallographic data. 3-Alkynylthio-1-ethyl-5-phenyl-1,2,4-triazinium salts undergo the intramolecular Diels-Alder reaction into the corresponding thieno [2,3-b]- and thiopyrano [2,3-b]pyridines under considerably milder conditions than the corresponding neutral 1,2,4-triazines.

\\\\expert2\\nbo\\Tetrahedron\\1989, v. 45, p. 6499.pdf
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13.
Инвентарный номер: нет.
   
   R 30


   
    Reactions of azinium cations. 8. Electron structures of 3-substituted 1,2,4-triazines and protonation, quaternization, and reactions with nucleophiles [Electronic resource] / S. G. Alekseev, P. A. Torgashev, M. A. Fedotov, A. I. Rezvukhin, S. V. Shorshnev, A. V. Belik, V. N. Charushin, O. N. Chupakhin // Chemistry of Heterocyclic Compounds. - 1988. - Vol. 24, № 4. - С. 434-441. - Bibliogr. : p. 440-441 (34 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
1,2,4-TRIAZINES -- NUCLEOPHILES
Аннотация: The electron structures of 3-substituted 1,2,4-triazines and isomeric N-methyltriazinium salts were calculated by the CNDO/2 method. The results of the calculations were compared with the parameters of the 13C, 15N, and 14N NMR spectra, as well as with experimental data on the protonation, N-alkylation, and reactions of 1,2,4-triazines with simple nucleophiles. The protonation centers of 1,2,4-triazines were determined by means of 1H, 13C, and 14N NMR spectroscopy. The covalent adducts formed by the proton salts of 3-methoxy-, 3-methylthio-, 3-morpholino-, and 3-pyrrolidino-1,2,4-triazine with water and methanol were recorded by 1H NMR spectroscopy.

\\\\expert2\\nbo\\Chemistry of Heterocyclic Compounds\\1988, v.24, N 4, p. 434.pdf
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14.
Инвентарный номер: нет.
   
   P 93


   
    Protolytic equilibrium of the isomeric phenyl-1,2,4-triazines [Electronic resource] / I. V. Khabibulina, A.P. Volovodenko, R. E. Trifonov, G. V. Yashukova, N. N. Mochul`skaya, V. N. Charushin, G. L. Rusinov, D. G. Beresnev, N. A. Itsikson, V. A. Ostrovskii // Chemistry of Heterocyclic Compounds. - 2003. - Vol. 39, № 5. - P616-623
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The protonation constants for the first and second stages (pK BH+, pKBH2+) of a series of 1,2,4-triazines with a phenyl substituent at various positions in the ring were determined in aqueous solution by a spectrophotometric method. The values of the basicity constants characterizing the first protonation of the heterocycles investigated was in the range of acidity of the medium of pH 3.5 to H0 -2, and the second from H0 -7.3 to H0 -8.7. The position of the phenyl substituent proved to have a significant effect on the size of pK BH+. According to the results of ab initio calculations using HF/6-31G** for the heterocycles investigated the 1H+ form is thermodynamically most stable among the monocations, with the exception of 6-phenyl-1,2,4-triazine for which the existence of the monocation in the 1H+ and 2H+ forms are equally probable. In the case of the dications of all the triazines the 2,4-H,H2+ tautomer is the most preferred. The aromaticity of the 1,2,4-triazine ring is changed insignificantly on mono- and diprotonation.

\\\\Expert2\\nbo\\Chemistry of Heterocyclic Compounds\\2003, v.39, N 5, p.616. .pdf
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15.
Инвентарный номер: нет.
   
   O-72


   
    Organolithium compounds in the nucleophilic substitution of hydrogen in arenes and hetarenes [Electronic resource] / I. S. Kovalev, D. S. Kopchuk, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin, V. N. Charushin // Russian Chemical Reviews. - 2015. - Vol. 84, № 12. - С. 1191-1225. - Bibliogr. : p. 1224-1225 (237 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
NUCLEOPHILIC SUBSTITUTION -- HYDROGEN -- ARENES AND HETARENES
Аннотация: The review considers the most typical examples of the direct non-activated non-catalytic C–C bond formation in arenes and their metal complexes activated by electron-withdrawing substituents in the aromatic nucleus and in hetarenes (azines and their N-oxides, porphyrins, etc.) upon the reactions with aliphatic and (hetero)aromatic (hetero)organolithium nucleophiles. Particular attention is given to the direct introduction of nitroxide radicals and (hetero)organic moieties into mono-, di- and triazines and their N-oxides. The influence of the structures of the (hetero)aromatic substrate and the (hetero)organolithium nucleophile on the reaction pathway and rate and on the structure of the reaction product is analyzed.

\\\\expert2\\nbo\\Russian Chemical Reviews\\2015, V.84, N12, p. 1191-1225.pdf
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16.
Инвентарный номер: нет.
   
   O-57


   
    One-Step Heterylation at the Upper Rim of Calix[4]arene with 1,2,4-Triazin-5(2H)-ones [Electronic resource] / D. G. Beresnev, N. A. Itsikson, O. N. Chupakhin, V. N. Charushin, M. I. Kodess, A. I. Butakov, G. L. Rusinov, Yu. Yu. Morzherin, A. I. Konovalov, I. S. Antipin // Journal of Organic Chemistry. - 2006. - Vol. 71, № 21. - P8272-8275
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A convenient way to modify calix[4]arenes based on the direct C-C coupling reaction of their phenol moiety with 1,2,4-triazines has been advanced, and the ability of modified calixarenes to provide transport of La3+ and Ga3+ cations through organic membranes has been examined. ??

\\\\Expert2\\nbo\\Journal of Organic Chemistry\\2006, v.71, N 21, p.8272.pdf
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17.
Инвентарный номер: нет.
   


   
    Novel pentafluorophenyl- and alkoxyphenyl-appended 2,2'-bipyridine push-pull fluorophores: a convenient synthesis and photophysical studies / T. D. Moseev, E. A. Nikiforov, M. V. Varaksin [et al.] // Synthesis. - 2021. - Vol. 53, № 19. - P3597-3607
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
2,2′-BIPYRIDINES -- 1,2,4-TRIAZINES -- POLYFLUOROARENES
Аннотация: A convenient method for the synthesis of new highly in non-polar solvents soluble photoactive pentafluorophenyl-substituted and extended alkoxyphenyl-substituted 2,2′-bipyridines is reported. The synthetic strategy for the preparation of such ligands involves a sequence of several structural transformations, such as O-alkylation, nucleophilic substitution of hydrogen (SN H) in 1,2,4-triazine precursors via the ‘addition–elimination’ scheme, and the subsequent conversion of the obtained 1,2,4-triazines into 2,2′-bipyridines by means of the aza-Diels–Alder reaction. The photophysical properties of the synthesized novel pentafluoroaryl-substituted 2,2′-bipyridines were comprehensively studied. The obtained photophysical data indicate the competitive advantages of the herein reported pentafluoroarylated push–pull fluorophores, bearing extended aliphatic moieties, over their analogues containing benzoxy or phenolic fragments in terms of improvement in quantum yield and well-pronounced positive solvatochromism confirmed by the mathematical analysis according to the Lippert–Mataga equation.

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18.
Инвентарный номер: нет.
   
   K 39


   
    Ketenaminals as 1,3-dinucleophiles in the synthesis of condensed 1,4-diazines and 1,2,4-triazines (Letter) [Electronic resource] / V. N. Charushin, S. G. Alexeev, O. N. Chupakhin, H. C. Van der Plas // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 1989. - Vol. 38, № 2. - С. 438. - Bibliogr. : p. 438 (2 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
1,3-DINUCLEOPHILES -- KETENAMINALS

\\\\expert2\\nbo\\Russian Chemical Bulletin\\1989. V. 38, N 2. P. 438.pdf
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19.
Инвентарный номер: нет.
   
   I-69


   
    Intermolecular and intramolecular cycloaddition reactions of 1-ethyl-1,2,4-triazinium salts with alkynes [Electronic resource] / N. N. Mochul`skaya, A. A. Andreiko, V. N. Charushin, V. I. Solomonov // Mendeleev Communications. - 2001. - Vol. 11, № 1. - P19-20
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Azomethyne ylides generated from 3-alkylthio substituted 1-alkyl-5-aryl-1,2,4-triazinium salts 4a–c on treatment with triethylamine undergo 1,3-dipolar cycloaddition with dimethyl acetylenedicarboxylate to give pyrrolo[2,1-f] [1,2,4]triazines, while 1-ethyl-5- phenyl-1,2,4-triazinium salts 1a,b bearing the CC bond in the side-chain 3-alkynylthio substituent react with acetylenes to undergo either intermolecular 1,3-dipolar cycloaddition or intramolecular inverse electron demand Diels–Alder reactions????

\\\\expert2\\nbo\\Mendeleev Communications\\2001, v.11, N 1. p.19.pdf
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20.
Инвентарный номер: нет.
   
   D 62


   
    Direct fusion of a triazine to a pyrazine ring. Synthesis of derivatives of [1,2,4]triazino[5,6-b]quinoxaline [Electronic resource] / V. N. Charushin, V. G. Baklykov, O. N. Chupakhin, L. M. Naumova // Chemistry of Heterocyclic Compounds. - 1984. - Vol. 20, № 9. - P1057-1058. - Bibliogr. : p. 1058 (2 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
TRIAZINES -- PYRAZINES

\\\\expert2\\nbo\\Chemistry of Heterocyclic Compounds\\1984, v.20, N 9, p. 1057.pdf
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