М 77 Моно- и диаддукты и бициклические аддукты в реакциях катиона 2,3-дициано-1-этилпиразиния с C- и O-нуклеофилами [] = Mono- and diadducts and bicyclic adducts in reactions of 2,3-dicyano-1-ethylpyrazinium cation with C- and O-nucleophiles / П. А. Слепухин, Г. Л. Русинов, В. Н. Чарушин, В. И. Филякова, Н. С. Карпенко, Д. Б. Криволапов, И. А. Литвинов // Изв. АН. Сер. Химическая. - 2004. - N 6. - С. 1221-1227. - Библиогр. : с. 1227 (15 назв.) . - ISSN 0002-3353 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Впервые выделены продукты диприсоединения O- и C-нуклеофилов к катиону 2,3-дициано-1-этилпиразиния. В результате тандемных A(N)-A(N)-реакций тетрафторбората 2,3-дициано-1-этилпиразиния с енолятами 1,3-дикетонов или кетоэфиров получены производные тетрагидрофуро[2,3-бета]пиразина, в то время как циклизация с этиленгликолем дала тетрагидро-1,4-диоксино[2,3-бета]пиразин. Получены кристаллографические данные о пространственном строении этих соединений |
F 70 Fluorine-containing heterocycles. XV. Reactions of polyfluorobenzoyl isothiocyanates with amino azines and amino azoles [Electronic resource] / E. V. Nosova, G. N. Lipunova, A. A. Laeva, V. N. Charushin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2006. - Vol. 42, № 10. - P1544-1550. - Библиогр. : с. 1550 (9 назв.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Reactions of tetra-and pentafluorobenzoyl isothiocyanates with aminoazoles and aminoazines led to the formation of fluorinated 1,3-benzothiazin-4-ones which reacted with cyclic amines in different ways. Replacement of the N=C=S fragment was observed in some reactions of polyfluorobenzoyl isothiocyanates with nucleophiles. \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2006, 42 (10), 1544.pdf |
5(6)-Fluoro-6(5)-R-benzofuroxans: synthesis and NMR 1H, 13C and 19F studies [Text] / S. K. Kotovskaya, S. A. Romanova, V. N. Charushin, M. I. Kodess, O. N. Chupakhin // Journal of Fluorine Chemistry. - 2004. - Vol. 125, № 3. - P421-428 : ил. - Библиогр.: с. 428 (14 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 5,6-DIFLUOROBENZOFUROXAN -- NUCLEOPHILIC SUBSTITUTION -- X-RAY CRYSTALLOGRAPHY Аннотация: 5(6)-Fluoro-6(5)-substituted benzofuroxans were obtained by the reactions of 5,6-difluorobenzofuroxan with a number of nucleophiles, such as alkylamines, cycloalkylimines, sodium azide and sodium alkoxides. The features of tautomerism in the series of asymmetrical 5(6)-fluorobenzofuroxans in acetone solutions have been studied by 1H, 13C and 19F NMR.???? \\\\Expert2\\nbo\\Journal of Fluorine Chemistry\\2004, v.125, p.421.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 |
C 47 Charushin, V. N. Nucleophilic substitutions in 6,7-difluoroquinoxalines [Text] / V. N. Charushin, G. A. Mokrushina, A. V. Tkachev // Journal of Fluorine Chemistry. - 2001. - Vol. 107, № 1. - P71-80. - Bibliogr. : p. 80 (16 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The reactions of 6,7-difluoroquinoxalines with a number of nucleophiles, such as cycloalkylimines, hydrazine, sodium hydroxide and alkoxides have been shown to result in substitution of either one or two fluoro atoms depending on the nature of nucleophiles \\\\Expert2\\nbo\\Journal of Fluorine Chemistry\\2001.v.107. p. 71.pdf |
2,3-Dichloro-1-alkylpyrazinium tetrafluoroborates: the synthesis and reactions with nucleophiles [Electronic resource] / G. L. Rusinov, P. A. Slepukhin, V. N. Charushin, O. N. Chupakhin // Mendeleev Communications. - 2001. - Vol. 11, № 2. - P78-80 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The alkylation of 2,3-dichloropyrazine with the Meerwein reagents afforded 1-alkyl-2,3-dichloropyrazinium tetrafluoroborates, which were transformed into mono.mono- or disubstitution products, while the reaction of these salts with 1,4-N,Xdinucleophiles resulted in fused heterocyclic systems \\\\expert2\\nbo\\Mendeleev Communications\\2001, v.11, N 2. p.78.pdf |
S 83 Stereochemical features of addition of O- and C-nucleophiles to 5-(Het)aryl-2,3-dicyano-1-ethylpyrazinium salts [Electronic resource] / E. V. Verbitskiy, G. L. Rusinov, P. A. Slepukhin, A. N. Grishakov, M. A. Ezhikova, M. I. Kodess, V. N. Charushin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2008. - Vol. 44, № 2. - P302-310 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Stable delta(H)-adducts of O- and C-nucleophiles were obtained with cations of 5-(het)aryl-2,3-dicyano-1-ethylpyrazinium, and their structure was investigated by X-ray diffraction analysis. Analytical separation was performed of 1,2-dihydropyrazines into individual enantiomers by means of HPLC on columns with chiral sorbents \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2008, 44 (2), 302.pdf |
F 70 Fluorine-containing heterocycles. XIX. Synthesis of fluorine-containing quinazolin-4-ones from 3,1-benzoxazin-4-ones [Electronic resource] / A. A. Laeva, E. V. Nosova, G. N. Lipunova, A. V. Golovchenko, N. Yu. Adonin, V. N. Parmon, V. N. Charushin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2009. - Vol. 45, № 6. - P913-920 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Reactions of fluorine-containing 3,1-benzoxazin-4-ones with ammonium acetate, hydrazine, and heteroaromatic amines gave new 3H-, 3-amino-, and 3-hetarylquinazolin-4-ones, respectively. Differences in the conditions of formation of benzoxazinones from anthranilic acids with different fluorination patterns and in the reactions of fluorinated 3,1-benzoxazinones with nitrogen-centered nucleophiles were revealed \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2009, 45 (6), 913.pdf |
M 81 Mono- and diadducts and bicyclic adducts in reactions of 2,3-dicyano-1-ethylpyrazinium cation with C- and O-nucleophiles [Electronic resource] / P. A. Slepukhin, G. L. Rusinov, V. N. Charushin, V. I. Filyakova, N. S. Karpenko, D. B. Krivolapov, I. A. Litvinov // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2004. - Vol. 53, № 6. - P1272-1278 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Products of diaddition of O- and C-nucleophiles to the 2,3-dicyano-1-ethylpyrazinium cation were isolated for the first time. The tandem AN—AN reactions of 2,3-dicyano-1-ethylpyrazinium tetrafluoroborate with 1,3-diketone enolates or keto esters afforded tetrahydrofuro[2,3-b]pyrazine derivatives, whereas cyclization with ethylene glycol gave tetrahydro-1,4-dioxino[2,3-b]pyrazine. Crystallographic data on the three-dimensional structures of these compounds were reported \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2004, 53 (6), 1272.pdf |
F 56 First example of direct introduction of nucleophiles bearing a stable radical moiety into azaaromatic substrates [Electronic resource] / E. V. Verbitskiy, G. L. Rusinov, P. A. Slepukhin, A. I. Matern, Yu. N. Shvachko, V. N. Charushin, O. N. Chupakhin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2006. - Vol. 55, № 11. - P2114-2116 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Addition products of 4-hydroximino-2,2,6,6-tetramethylpiperidine-1-oxyl with 5-aryl-2,3-dicyano-1-ethylpyrazinium salts were isolated for the first time. Crystallographic data on the three-dimensional structures of ?H-adducts bearing a stable radical moiety were obtaned \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2006, 55 (11), 2114.pdf |
I-83 ipso- and tele-Substitution in reactions of 3-chloro-1-ethyl-2-R-pyrazinium salts with C-nucleophiles [Electronic resource] / P. A. Slepukhin, G. L. Rusinov, V. N. Charushin, M. I. Kodess, O. N. Chupakhin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2003. - Vol. 52, № 3. - P689-694 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The reactions of 2,3-dichloro- and 3-chloro-1-ethyl-2-morpholinopyrazinium tetrafluoroborates with compounds containing the active methylene group were studied. The reactions with malonodinitrile and cyanoacetic ester afford products of ipso-substitution at position 2, while 1,3-dicarbonyl compounds produce products of tele-substitution of the Cl atom at the C(3) atom due to the attack of a nucleophile to position 6 of the pyrazine cycle \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2003, 52 (3), 689.pdf |
T 82 Transformations of C-adducts of 1,4-diazinium salts with dicarbonyl compounds into polycyclic systems [Electronic resource] / E. V. Verbitskiy, P. A. Slepukhin, G. L. Rusinov, V. N. Charushin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2008. - Vol. 57, № 3. - P652-656 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: C-Adducts of 5-(het)aryl-2,3-dicyano-1-pyrazinium salts containing a residue of a 1,3-dicarbonyl compound at position 6 can be involved in the cyclization with hydrazine hydrate giving rise to pyrazino[2,3-c]pyridazines along with the expected pyrazole derivatives. The reactions of the same ?H-adducts with hydroxylamine unexpectedly afforded triazacyclopenta[a]indene derivatives. The crystallographic data on the three-dimensional structures of new polycyclic compounds were obtained \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2008, 57 (3), 652.pdf |
T 82 Transformations of 8-substituted tetrazolo[1,5-a]pyrazines [Electronic resource] / P. A. Slepukhin, G. L. Rusinov, S. Dedeneva, V. N. Charushin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2007. - Vol. 56, № 2. - P345-350 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The reactions of 8-chlorotetrazolo[1,5-a]pyrazine with N-, O-, and S-nucleophiles involve the ipso substitution of the chlorine atom. Heating of this compound with benzotriazole or phenyltetrazole results in elimination of the nitrogen molecule from one of the tetrazole rings to form new annelated azapentalenes \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2007, 56 (2), 345.pdf |
S 59 Sigma(H)-Adducts of N-alkylpyrazinium and quinoxalinium salts with nucleophiles. The 1H and 13C NMR spectra and the crystal structures of P-adducts [Electronic resource] / E. V. Verbitskiy, M. V. Berezin, P. A. Slepukhin, G. L. Rusinov, V. N. Charushin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2009. - Vol. 58, № 1. - P176-181 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The previously unknown addition products of P-nucleophiles to 5-aryl- and 5-hetaryl- 2,3-dicyano-1-ethylpyrazinium salts and to 5-aryl- and 5-hetaryl-14nethylquinoxalinium salts were synthesized. The three-dimensional structures of the P- sigma(H)-adducts of the 1,4-diazine series were established by X-ray diffraction \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2009, 58 (1), 176-181.pdf |
T 71 Tolshchina, S. G. 1,2,4,5-tetrazines and azolo[1,2,4,5]tetrazines: Synthesis and reactions with nucleophiles [Electronic resource] / S. G. Tolshchina, G. L. Rusinov, V. N. Charushin // Chemistry of Heterocyclic Compounds. - 2013. - Vol.49, №1. - P66-91 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 1,2,4,5-TETRAZINES -- AZAPHILIC ADDITION -- NUCLEOPHILIC SUBSTITUTION Аннотация: The literature data are summarized for synthetic methods and nucleophilic transformations of 1,2,4,5-tetrazines and azolo[1,2,4,5]tetrazines published predominantly from 1995 until 2012 \\\\Expert2\\NBO\\Chemistry of Heterocyclic Compounds\\2013, v.49, N 1, p. 66-91.pdf |
2-Azido-5-nitropyrimidine: Synthesis, Molecular Structure, and Reactions with N-, O-, and S-Nucleophiles [Electronic resource] / E. B. Gorbunov, R. K. Novikova, P. V. Plekhanov, P. A. Slepukhin, G. L. Rusinov, V. L. Rusinov, V. N. Charushin, O. N. Chupakhin // Chemistry of Heterocyclic Compounds. - 2013. - Vol.49, №5. - P765-775. - Библиогр.: с. 775 (13 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): SYNTHESIS -- 2-AZIDO-5-NITROPYRIMIDINE -- AZIDO-TETRAZOLE TAUTOMERISM Аннотация: We describe the synthesis of 2-azido-5-nitropyrimidine and its azido-tetrazole tautomerism in various solvents and in the crystalline state. It was established that on interacting with N-nucleophiles the attack occurred at the C-2 carbon atom. The O- and S-nucleophiles attacked C-4 position of pyrimidine ring, resulting in tetrazole ring closure \\\\expert2\\NBO\\Chemistry of Heterocyclic Compounds\\2013, v.49, N 5, p. 765-775.pdf |
B 45 Berezin, M. V. C-H Functionalisation of 1,2,4,-Triazines/ The Treatment of 3-R-1,2,4-Triazines with C-nucleophiles / M. V. Berezin, G. L. Rusinov, V. N. Charushin // Уральский научный форум "Современные проблемы органической химии". XVII Молодежная школа-конф. по органической химии, Екатернинбург, 8-12 июня 2014 г. : сб. тез. - Екатеринбург, 2014. - С. 116 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 1,2,4-TRIAZHIES -- GLC-MS |
C 47 Charushin, V. N. Metal Free C-H Functionalization of Aromatics. Nucleophilic Displacement of Hydrogen / V. N. Charushin, O. N. Chupakhin. - [Б. м.] : Springer International Publishing Switzerland, 2014. - 283 с. - ISBN 1861-9282 : Б. ц. Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): AROMATIC COMPOUNDS -- AROMATIC NUCLEOPHILES |
C 47 Charushin, V. N. Ring transformations in reactions of heterocyclic compounds with nucleophiles. Part 26. 1,3- and 1,4-Cyclo adducts as intermediates in the pyrimidine to pyridine ring transformation of 5-nitropyrimidines by .alpha.-phenylacetamidines [Electronic resource] / V. N. Charushin, Henk C. van der Plas // Journal of Organic Chemistry. - 1983. - Vol. 48, № 16. - P2667-2671 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): HETEROCYCLIC COMPOUNDS -- NUCLEOPHILES -- PYRIMIDINE \\\\expert2\\nbo\\Journal of Organic Chemistry\\1983, v.48, p.2667.pdf |
C 47 Charushin, V. N. Reaction of pyrido [2,3-b]pyrazine salts with nucleophiles [Electronic resource] / V. N. Charushin, O. N. Chupakhin, I. Ya. Postovskii // Chemistry of Heterocyclic Compounds. - 1977. - Vol. 12, № 8. - P948. - Bibliogr. : p. 948 (2 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): NUCLEOPHILES -- PYRIDINIUM -- SALTS \\\\expert2\\nbo\\Chemistry of Heterocyclic Compounds\\1977, v.12, N 8, p.948.pdf |