N 89 Novel 1-trifluoromethyl substituted 1,2-ethylenediamines and their use for the synthesis of fluoroquinolones [Text] / A. Y. Aizikovich, M. V. Nikonov, M. I. Kodess, V. Yu. Korotaev, V. N. Charushin, O. N. Chupakhin // Tetrahedron. - 2000. - Vol. 56, N 13. - P1923-1927 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: A common approach to the synthesis of 1-trifluoromethyl-1,2-ethylenediamines was deweloped. Based on these original building blocks the new derivatives of N-substituted fluoroquinolones bearing the trifluoromethyl group were obtined \\\\expert2\\nbo\\Tetrahedron\\2000, v.56, p. 1923-1927, . Aizikovich.pdf |
H 19 Halogenation of fluorinated 1,3,5-triketones [Text] / D. V. Sevenard, O. Kazakova, D. L. Chizhov, D. S. Yachevskii, E. Lork, J. Poveleit, V. N. Charushin, G. -V. Roeschenthaler // Helvetica Chimica Acta. - 2007. - Vol. 90, № 2. - P369-384. - Библиогр. : с. 384 (17 назв.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The behavior of linear and cyclic fluorinated 1,3,5-triketones and their metal derivatives towards common halogenating agents was examined, and optimal reaction conditions for the straightforward synthesis of mono-, di-, and tetrahalogenated products were found (Schemes 1-3). An aromatization through a double HBr elimination from an ,-dibrominated cyclohexanone was shown to be a promising synthetic route to 1,1-(2-hydroxy-1,3-phenylene)bis[2,2,2-trifluoroethanones] (= 2,6-bis(trifluoroacetyl)phenols; Scheme 4). Additionally, the 1,3,5-triketones prepared add readily H2O or alcohols to produce novel bridged 2,6-dihydroxypyran-4-ones (Scheme 2). The structure of the obtained compounds 6a and 7a was confirmed by X-ray structure analysis. \\\\expert2\\nbo\\Helvetica Chimica Acta\\2007. V. 90. P. 369.pdf |
S 98 Synthesis and antiviral activity of fluorinated 3-phenyl-1,2,4-benzotriazines [Electronic resource] / S. K. Kotovskaya, G. A. Zhumabaeva, N. M. Perova, Z. M. Baskakova, V. N. Charushin, O. N. Chupakhin, E. F. Belanov, N. I. Bormotov, S. M. Balakhnin, O. A. Serova // Pharmaceutical Chemistry Journal. - 2007. - Vol. 41, № 2. - P62-68. - Библиогр. : с. 68 (18 назв.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: New synthetic approaches to fluorinated 3-phenyl-1,2,4-benzotriazines for biological testing have been elaborated. 1-(3,4-Difluorophenyl)-3,5-diphenylformazan (IVa) was synthesized via dinitriding of 3,4-difluoroaniline, followed by azo-addition of the resulting azobenzenediazonium chloride with acetaldehyde phenylhydrazone. 6,7-Difluoro-3-phenyl-1,2,4-benzotriazine (Va) was obtained via intramolecular cyclization of formazan IVa in the presence of BF3/AcOH complex. Monofluoro-substituted 6-R-7-fluoro-3-phenyl-1,2,4-benzotriazine derivatives (Vb-Vq) were prepared by substituting fluorine atom with alkoxides in 3,4-difluoronitrobenzene. Conditions for nucleophilic substitution of the second fluorine atom in benzotriazines V have been established. Fluorinated 3-phenyl-1,2,4-benzotriazines have been tested for antiviral and cytotoxic activity on Vero cell cultures and proved to be active against severe diseases caused by smallpox and some other pathogenic viruses. ?? \\\\Expert2\\nbo\\Pharmaceutical Chemistry Journal\\2007, 41 (2), 62.pdf |
F 70 Fluoro-containing heterocycles: Part XIII. Fluoro-containing derivatives of thiazolo[3,2-a]-, benzothiazolo[3,2-a]-, and benzimidazo[3,2-a]quinazolinones [Electronic resource] / E. V. Nosova, G. N. Lipunova, A. A. Laeva, V. N. Charushin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2005. - Vol. 41, № 11. - P1671-1677. - Библиогр. : с. 1677 (22 назв.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Reactions of 2-aminothiazole, derivatives of 2-aminobenzothiazole and 2-aminobenzoimidazole with polyfluorobenzoyl chlorides gave rise to acylation products that at heating in the diphenyl ether formed fluoro-containing derivatives of thiazolo[3,2- a]-, benzothiazolo[3,2- a]-, and benzimidazo[3,2- a]quinazolinone. \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2005, 41 (11), 1671.pdf |
A 10 A simple one pot synthesis of condensed 1,2,4-triazines by using the tandem AN-SNipso and SNH-SNipso reactions [Text] / O. N. Chupakhin, G. L. Rusinov, D. G. Beresnev, V. N. Charushin, H. Neunhoeffer // Journal of Heterocyclic Chemistry. - 2001. - Т. 38, № 4. - P901-907 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: A new synthetic approach to condensed 1,2,4-triazines based on using the tandem AN-SNipso and SNH-SNipso reactions has been developed. 5-Methoxy-3-penyl-l,2,4 1,2,4-triazine and its N1-methyl quaternary salt were found to react with C,N-, C,O- and N,N?-bifunctional nucleophiles (m-phenylenediamine, resorcinol, semicarbazide and ureas) into triazacarbazoles, benzofuro[2,3-e][1,2,4]-triazines, and 6-azapurine derivatives. In all cases nucleophiles attack first the unsubstituted C-6 carbon of the triazine ring, while the final stage is replacement of the methoxy group affording cyclization products. \\\\Cserver\\dist\\НБО\\Электронная библиотека_Библиогр1\\Journal of Heterocyclic Chemistry\\2001.v.38.p.901.Chupachin.pdf |
F 98 Fused fluoroquinolones: synthesis and 1H and 19F NMR studies [Text] / V. N. Charushin, E. V. Nosova, G. N. Lipunova, M. I. Kodess // Journal of Fluorine Chemistry. - 2001. - Vol. 110, № 1. - P25-30. - Bibliogr. : p. 30 (19 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: New derivatives of fused fluoroquinolones bearing five aromatic rings have been obtained. The 19F NMR spectra of these pentacyclic fluoroquinolones demonstrate unusual through space 1H–19F and 19F–19F spin–spin interactions with coupling constants 6J(F, H)=2.0–3.0 Hz, 7J(F, F)=3.5–4.0 Hz and 9J(F, H)=3.0–3.5 Hz. Relative reactivities of fluorine atoms in pentacyclic fluoroquinolones in the amino-defluorination reactions are also different relative to bi- and tricyclic fluoroquinolones \\\\Expert2\\nbo\\Journal of Fluorine Chemistry\\2001.v.110. p. 25.pdf |
P 99 Pyrido[2,3-b]- and pyrimido[4,5-b]quinoxalines: the first fluorine-containing derivatives [Electronic resource] / V. N. Charushin, S. K. Kotovskaya, N. M. Perova, O. N. Chupakhin // Mendeleev Communications. - 2001. - Vol. 11, № 2. - P54-55 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Fluorinated derivatives of pyrido[2,3-b]- and pyrimido[4,5-b]quinoxalines 5–8 have been prepared through the condensation of 2-amino-3-cyano- and 2-amino-3-aminocarbonyl-substituted 6-fluoro-7-R-quinoxalines 1–4 with dimethyl acetylenedicarboxylate and triethyl orthoformate, respectively?????? \\\\expert2\\nbo\\Mendeleev Communications\\2001, v.11, N 2. p.54.pdf |
I-69 Intramolecular nucleophilic substitution of hydrogen in (quinoxalinyl-2)aminovinyl derivatives as a new approach to pyrrolo- and indolo[2,3-beta]quinoxalines [Text] / S. K. Kotovskaya, V. N. Charushin, N. M. Perova, M. I. Kodess, O. N. Chupakhin // Synthetic Communications. - 2004. - Vol. 34, № 14. - P2531-2537 : ил. - Библиогр.: с. 2537 (10 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): NUCLEOPHILIC SUBSTITUTION -- HYDROGEN -- KETONE Аннотация: Pyrrolo[2,3-beta]- and indolo[2,3-e]quinoxalines were obtained by the reaction of 2-aminoquinoxalines with ketones followed by the intramolecular displacement of hydrogen at C-3 in (quinoxalinyl-2)aminovinyl derivatives. |
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 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 |
A 48 Aminovinyl ketones and aminovinyl esters as C---C---N building blocks for the synthesis of 1H-pyrrolo[3,2-e]1,2,4-triazines [Text] / V. N. Charushin, N. N. Mochul`skaya, A. A. Andreiko, T. I. Filyakova, M. I. Kodess, O. N. Chupakhin // Tetrahedron Letters. - 2003. - Vol. 44, № 11. - P2421-2424. - Bibliogr. : p. 2424 (16 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: 5,6-Unsubstituted-3-aryl-1,2,4-triazines were found to react with aminovinyl ketones and aminovinyl esters in acetic anhydride to form derivatives of 3a,4,7,7a-tetrahydro-1H-pyrrolo[3,2-e]1,2,4-triazines in good yields???? \\\\Expert2\\nbo\\Tetrahedron Letters\\2003. v.44. p.2421.pdf |
R 30 Reactions of radicals generated from 1-ethyl-1,4-diazinium salts: Addition to the C-C triple bond versus dimerization [Text] / G. L. Rusinov, E. V. Verbitskiy, P. A. Slepukhin, O. N. Zabelina, M. I. Kodess, M. A. Ezhikova, V. N. Charushin, O. N. Chupakhin // Heterocycles. - 2009. - Vol. 78, № 9. - P2315-2324 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Radical species generated from 5-aryl-substituted 1-ethyl-2,3-dicyano-1,4-diazinium salts by action of sodium iodide undergo dimerization into [2,2?]bipyrazinyl derivatives, as evidenced by NMR and X-ray crystallography data. The pyrazinyl radicals can also be involved into the addition reaction on the C-C triple bond, thus demonstrating a new synthetic route to modify the structure of pyrazines. The structures of E- and Z-isomers of 1-(1?,2?-dihydropyrazinyl-2?)-2-iodoethenes have been proved by 1H and 13C NMR spectroscopy and X-ray analysis |
C 47 Charushin, V. N. Fluorinated derivatives of condensed heterocycles on the basis of (polyfluorobenzoyl)chlorides [Text] : доклад, тезисы доклада / V. N. Charushin, E. V. Nosova, G. N. Lipunova // XXth European Colloquium on Heterocyclic Chemistry, Stockholm,Sweden, 18-21 Aug. 2002 г. - Stockholm, 2002. - PB:4 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
C 47 Charushin, V. N. 1,2,4-Triazines and their Benzo Derivatives [] : монография / V. N. Charushin, V. L. Rusinov, O. N. Chupakhin // Comprehensive Heterocyclic Chemistry III : Elsevier : Oxford, 2008. - Vol. 9. - 95-196. Рубрики: ХИМИЧЕСКИЕ НАУКИ |
N 89 Novel pentacyclic fluoroquinolones [Electronic resource] / G. N. Lipunova, G. A. Mokrushina, E. V. Nosova, L. I. Rusinova, V. N. Charushin // Mendeleev Communications. - 1997. - Vol. 7, № 3. - P109-110 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Heating of ethyl 3-[betaX-(benzazol-2-yl)hydrazino]-2-(polyfluorobenzoyl)acrylates in acetonitrile with DBU yields derivatives of 4-oxo-4H-benzazolo[2’,3’:3,4][1,2,4]triazino[5,6,1-i,j]quinoline-5-carboxylic acids, representing a novel heterocyclic systems \\\\expert2\\nbo\\Mendeleev Communications\\1997, v.7, N 3. p.109.pdf |
B 43 Benzimidazo[l,2-a]pyrazolo[l,5-c]quinazoline: a novel heterocyclic system [Electronic resource] / G. N. Lipunova, G. A. Mokrushina, E. B. Granovskaya, O. M. Chasovskikh, V. N. Charushin // Mendeleev Communications. - 1996. - Vol. 6, № 1. - P15-17 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Heating of ethyl 3-[beta-(benzimidazol-2-yl)hydrazine]-2-(polyfluorobenzoyl)acrylates in acetonitrile with potassium fluoride or triethylbenzyl ammonium chloride leads to derivatives of novel heterocyclic systems of benzimidazo[l,2-a]pyrazolo- [1,5-c]quinazoline \\\\expert2\\nbo\\Mendeleev Communications\\1996, v.6, N 1. p.15.pdf |
1,3,4-Oxa(thia)diazino [i,j]-annelated quinolines: a new type of key intermediate in the synthesis of tricyclic fluoroquinolones [Electronic resource] / G. N. Lipunova, E. V. Nosova, V. N. Charushin, L. P. Sidorova, O. M. Chasovskikh // Mendeleev Communications. - 1998. - Vol. 8, № 4. - P131-132 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The synthesis of new derivatives of 1,3,4-oxa(thia)diazino[6,5,4-i,j]quinolines, which have a structure that is very similar to the ofloxacin skeleton, by intramolecular cyclizations of ethyl 3-(R-carbonylhydrazino)- and 3-(R-thiocarbonylhydrazino)-substituted 2-polyfluorobenzoyl acrylates, is described?????? \\\\expert2\\nbo\\Mendeleev Communications\\1998, v.8, N 4. p.131.pdf |
S 98 Synthesis of carborane analogues of gamma-aminobutanoic acid [Text] / V. A. Ol'shevskaya, R. Ayuob, Z. G. Brechko, P. V. Petrovskii, G. L. Levit, V. P. Krasnov, V. N. Charushin, O. N. Chupakhin, V. N. Kalinin // Journal of Organometallic Chemistry. - 2005. - Vol. 690, № 11. - P2761-2765 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: General method for preparation of high yields of novel N-protected carborane amino acid derivatives, 3-acylamino-1-carboxymethyl-2-R-o-carboranes (R = H, Me, Ph), is reported. The synthesis starts from readily available 3-amino-o-carboranes and includes the protection of amino group, introduction of carboxymethyl function to the carbon atom of polyhedron via the metallation of carborane CH bond with sodium amide in liquid ammonia, and treatment of corresponding sodium carboranes with sodium bromoacetate. Deprotection of N-acylated carborane amino acids is studied in acidic media. Depending on the procedure employed, closo- or nido-carborane amino acids were obtained \\\\Expert2\\nbo\\Journal of Organometallic Chemistry\\2005, v. 690, p.2761.pdf |
F 70 Fluorine-containing heterocycles. XVII. (Tetrafluorobrnzoyl)thioureas in the synthesis of fluorine-containing azaheterocycles [Electronic resource] / G. N. Lipunova, E. V. Nosova, A. A. Laeva, T. V. Trashakhova, P. A. Slepukhin, V. N. Charushin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2008. - Vol. 44, № 5. - P741-749 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Proceeding from (tetrafluorobenzoyl)thioureas fluorine-containing derivatives were synthesized of 1-aryl-2-ethylthioquinazolin-4-one, [1,3]benzothiazin-4-one, and also of thiazolidine and 1H-1,2,4-triazole \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2008, 44 (5), 741.pdf |
F 70 Fluorine-Containing Heterocycles. VII. Nucleophilic Substitution in 6,7-Difluoroquinoxalines [Electronic resource] / S. K. Kotovskaya, S. A. Romanova, V. N. Charushin, O. N. Chupakhin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2002. - Vol. 38, № 7. - P1046-1052 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: For the purpose of biological screening, a number of new quinoxalines have been synthesized via fluorine replacement in 2,3-disubstituted 6,7-difluoroquinoxaline 1,4-dioxides and their deoxygenated derivatives by reactions with dialkylamines, sodium azide, and sodium methoxide \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2002, 38 (7), 1046.pdf |
F 70 Fluoro-containing Heterocycles: V. Cyclization of 3-Azolylamino-2-polyfluorobenzoylacrylates [Electronic resource] / G. N. Lipunova, E. V. Nosova, M. I. Kodess, V. N. Charushin, Yu. A. Rozin, O. M. Chasovskikh // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2001. - Vol. 37, № 4. - P570-576 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The heating of ethyl 3-azolylamino-2-polyfluorobenzoylacrylates in acetonitrile in the presence of KF gave rise to derivatives of 1-azolyl-substituted quinolones or azolo[1,5-a]pyrimidines?? \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2001, 37 (4), 570.pdf |