S 98 Synthesis of fluorinated furo- and pyrrolo[3,4-b]quinoxaline 4,9-dioxides [Electronic resource] / S. K. Kotovskaya, N. M. Perova, V. N. Charushin, O. N. Chupakhin // Mendeleev Communications. - 1999. - Vol. 9, N 2. - P76-77 Рубрики: ХИМИЧЕСКИЕ НАУКИ \\\\expert2\\nbo\\Mendeleev Communications\\1999, v.9, N 2. p.76.pdf |
R 59 Ring-chain transformations of dihydroisoxazolo[4,5-b]quinoxaline [Electronic resource] / A. M. Boguslavskii, M. G. Ponizovskii, M. I. Kodess, V. N. Charushin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2005. - Vol. 41, № 9. - P1377-1380. - Библиогр. : с. 1380 (18 назв.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Ring-chain transformation of 3-hydroxyiminomethyl-1-methylquinoxalinium iodide into 9-methyl-9,9a-dihydroisoxazolo[4,5- b]quinoxaline was studied. The isoxazole ring in the latter was cleaved by the action of alcohols. \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2005, 41 (9), 1377.pdf |
S 98 Synthesis of fluorinated 2(3)-arylhydrazones of 1,2,3-tri(1,2,3,4-tetra)carbonyl compounds and their heterocyclization reactions [] / Ya. V. Burgart, A. S. Fokin, O. G. Kuzueva, O. N. Chupakhin, V. I. Saloutin // Journal of Fluorine Chemistry. - 1998. - Vol. 92, № 2. - С. 101-108 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: New fluorinated 2-arylhydrazones of 1,2,3-triketones, 2-arylhydrazone-1,2,3-diketo esters and 3-arylhydrazone-1,2,3,4-triketo esters have been prepared by the coupling of fluorine-containing 1,3-keto esters, 1,3-diketones, acyl(aroyl)pyruvic esters and their chelates with aryldiazonium chlorides. The arylhydrazones react with hydrazine hydrate, phenylhydrazine, thiosemicarbazide and hydroxylamine to form the corresponding pyrazole and isoxazole derivatives. Interaction of 3-arylhydrazone-1,2,3,4-diketo esters with o-phenylenediamine results in quinoxaline products. Intramolecular cyclization of the arylhydrazones with pentafluorophenyl substituents leads to cinnolone derivatives |
F 98 Fused polycyclic nitrogen-containing heterocycles. 11. 4-Hydroxy-3,5-diphenyl-2-phenyliminothiazolidines as new key compounds in the synthesis of thiazolo[3,4-a]quinoxaline derivatives [Electronic resource] / V. A. Mamedov, I. Z. Nurkhametova, S. K. Kotovskaya, Ya. A. Levin, A. T. Gubaidullin, I. A. Litvinov, V. N. Charushin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2004. - Vol. 53, № 11. - P2568-2576 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: A procedure was developed for the synthesis of thiazolo[3,4-a]quinoxaline derivatives based on a new strategy for construction of the pyrazine ring. The key step of the process involves the reaction of 4-hydroxy-3,5-diphenyl-2-phenyliminothiazolidines with o-phenylenediamines \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2004, 53 (11), 2568.pdf |
N 52 New method for the annelation of the pyridine fragment to azines [Electronic resource] / V. N. Charushin, A. M. Boguslavskii, M. G. Ponizovskii, M. I. Kodess, A. N. Chekhlov, Sh. G. Mkoyan, S. M. Aldoshin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2004. - Vol. 53, № 6. - P1267-1271 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The reaction of quinoxaline-2-carbaldehyde with ethyl (E)-3-aminocrotonate afforded ethyl 4-oxo-1,4-dihydropyrido[2,3-b]quinoxaline-3-carboxylate, which is a structural analog of nalidixic and 4-quinolone-3-carboxylic acids representing the basis of the known antibacterial drugs of the fluoroquinolone series \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2004, 53 (6), 1267.pdf |
K 79 Kovalev, I. S. Reaction of 2-pyridyllithium with azine N-oxides. Simple and convenient method for the synthesis of 2,2-bipyridine 1-oxide and 2,2:6,2:62-tetrapyridine 1-oxide [Electronic resource] / I. S. Kovalev, V. L. Rusinov, O. N. Chupakhin // Chemistry of Heterocyclic Compounds. - 2009. - Vol. 45, № 2. - P176-181 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: In the reaction of 2-pyridyllithium with quinoline 1-oxide and isoquinoline 2-oxide a nucleophilic substitution of hydrogen occurs to form the corresponding pyridin-2-ylquinolines. A dimerization of the substrate occurs with pyridine 1-oxide, 2,2-bipyridine 1-oxide or quinoxaline N-oxide. A similar dimerization in good yield occurs when treating azine N-oxides with tert-butyllithium and this serves as a simple and convenient method for preparing bi- and tetrapyridines \\\\Expert2\\nbo\\Chemistry of Heterocyclic Compounds\\2009, v.45, N 2, p.176.pdf |
S 98 Synthesis of fused quinoxalines [Electronic resource] / M. G. Ponizovskii, A. M. Boguslavskii, M. I. Kodess, V. N. Charushin, O. N. Chupakhin // Mendeleev Communications. - 2002. - Vol. 12, № 2. - P68-70 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The intramolecular cyclization of NH and N-alkyl quaternary salts of 2-quinoxaline-2-carboxaldehyde hydrazones affords pyrazolo- [3,4-b]quinoxalines in good yields \\\\expert2\\nbo\\Mendeleev Communications\\2002, v.12, N 2. p.68.pdf |
I-69 Intramolecular triazepine ring closure in the reaction of 3-aroylpyrrolo[1,2-a]quinoxaline-1,2,4-triones with anthranilic acid hydrazide [Electronic resource] / I. V. Mashevskaya, L. V. Kuslina, I. G. Mokrushin, P. A. Slepukhin, A. N. Maslivets // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2011. - Vol. 47, № 4. - P624-626. - Bibliogr. : p. 626 (3 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2011, 47 (4), 624-626.pdf |
R 30 Reactions of quinoxaline with 3-methyl-1-phenylpyrazol-5-one / Y. A. Azev, E. D. Oparinaa, I. S. Kovalev, P. A. Slepukhin, R. K. Novikova // Mendeleev Communications. - 2012. - Vol.22, №1. - С. 37-38 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): QUINOXALINES -- PHENYLPYRAZOL -- TRIETHYLAMINE Аннотация: Quinoxaline during the reaction with 3-methyl-1-phenylpyrazol-5-one in the presence of triethylamine at room temperature in dimethylsulfoxide eliminates o-phenylenediamine and gives 4,4’-methylene-bis(3-methyl-1-phenylpyrazol-5-one) and 1,1,2,2-tetrakis(5-methyl-2-oxo-2-phenyl-1,2-dihydro-3H-pyrazol-4-yl)ethane. The latter was proved to be the intermediate to form the above dipyrazolylmethane derivative \\\\Expert2\\nbo\\Mendeleev Communications\\2012, v.22, p. 37.pdf |
A 62 Anti-HIV activity of complex isoborneol ethers [Электронный ресурс] / A. G. Pokrovskii, O. I. Kiselev, O. N. Chupakhin, V. N. Charushin, M. G. Ponizovskii // Doklady Akademii Nauk . - 1992. - Vol.326, №2. - P376-379 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): ANTIVIRUS AGENT -- ENCYCLAN -- QUINOXALINE DERIVATIVE |
F 70 Fluorine containing quinoline and quinoxaline styryl derivatives: [Electronic resource] / E. V. Nosova, T. V. Trashakhova, V. S. Ustyugov, N. N. Mochul`skaya, M. S. Valova, G. N. Lipunova, V. N. Charushin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2013. - Vol.60, №5. - С. 942-947. - Bibliogr. : p. 946-947 (25 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): STYRYLBENZAZINES -- PHOTOLUMINESCENCE -- 6,7-DIFLUOROQUINALDINE Аннотация: (E)-2-Styryl-substituted 6,7-difluoroquinolines and quinoxalines were synthesized by the condensation of the corresponding 2 methylbenzazines with aromatic aldehydes. Photolumines cence of the synthesized 6,7 difluoro 2 styrylbenzazines was studied \\\\expert2\\NBO\\Russian Chemical Bulletin\\2011, 60 (5), 942-947.pdf |
N 52 New opportunities for the synthesis of quinoxaline-substituted heterocyclic and aryl moieties [Electronic resource] / Y. A. Azev, M. I. Kodess, M. A. Ezhikova, A. M. Gibor, V. I. Baranov, O. S. Ermakova, V. A. Bakulev // Pharmaceutical Chemistry Journal. - 2013. - Vol.47, №9. - С. 498-502. - Bibliogr. : p. 502 (10 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): DIMEDONE -- INDANDIONE -- DMSO SOLUTION Аннотация: 6.7-Difluoroquinoxaline (I) reacted with dimedone, indandione, and 3-methyl-1-phenylpyrazol-5-one in DMSO solution in the presence of acid to form mono-substituted products IIa - c. Heating I with resorcinol in EtOH in the presence of acid gave resorcinol derivative IId. 6.7-Difluoroquinoxaline in the presence of base reacted with 3-methyl-1-phenylmethylpyrazol-5-one to form dipyrazolylmethane III and tetrapyrazolylethane derivative IV. Heating products IIa - c with N-methylpiperazine produced 7-methylpiperazine derivatives Va - c of 2-substituted quinoxalines \\\\expert2\\nbo\\Pharmaceutical Chemistry Journal\\2013, 47 (9), 498.pdf |
L 79 Lipunova, G. N. Structural, Optical Properties, and Biological Activity of Complexes Based on Derivatives of Quinoline, Quinoxaline, and Quinazoline with Metal Centers from Across the Periodic Table [Electronic resource] / G. N. Lipunova, E. V. Nosova, V. N. Charushin // Comments on Inorganic Chemistry. - 2014. - Vol.34, № 5-6. - С. 142-177. - Bibliogr. : p. 173-177 (88 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): OPTICAL PROPERTIES -- BIOLOGICAL ACTIVITY -- QUINOLINE \\\\expert2\\nbo\\Comments on Inorganic Chemistry\\2014. v. 34, N 5-6. P. 142-177.pdf |
R 35 Regioselective C2-and C8-Acylation of 5,11-Dihydroindolo[3,2-b]carbazoles and the Synthesis of Their 2,8-Bis(quinoxalinyl) Derivatives [Electronic resource] / R. A. Irgashev, N. A. Kazin, G. A. Kim, G. L. Rusinov, V. N. Charushin // Synthesis-Stuttgart. - 2015. - Vol. 47, № 22. - С. 3561-3572. - Bibliogr. : p. 3572 (11 ref) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 5,11-DIHYDROINDOLO[3,2-B]CARBAZOLES -- 2-ARYLGLY-OXALS -- ACYLATION Аннотация: An efficient approach for the double acetylation of 5,11-dihexyl- 6,12-di(hetero) aryl-substituted 5,11-dihydroindolo[3,2-b] carbazoles with acetic anhydride in the presence of boron trifluoride etherate has been developed, thus affording the corresponding 2,8-diacetyl derivatives in good yields. A similar acylation has been shown to occur by the reaction of anhydrides of other carboxylic acids. Oxidation of the obtained 2,8-diacetyl derivatives with selenium dioxide takes place on heating or under microwave irradiation, thus resulting in the formation of the corresponding 2,8-diglyoxals. The latter proved to react with aromatic o-diamines to afford new indolo[3,2-b] carbazoles bearing quinoxalinyl fragments at C-2 and C-8. Major optical properties of quinoxaline- containing indolo[3,2-b] carbazoles have been measured. |
D 62 Direct nuclophilic C-H functionalization of azines and their N-oxides by lithium derivatives of aldonitrones [Electronic resource] / M. V. Varaksin, I. A. Utepova, O. N. Chupakhin, V. N. Charushin // Tetrahedron. - 2015. - Vol. 71, №38. - С. 7077-7082. - Bibliogr. : p. 7082 (23 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): DIPOLE-STABILIZED CARBANIONS -- ORGANIC-SYNTHESIS -- CHEMICAL-PROPERTIES; Аннотация: Novel ligands of the azine family for complexing with metals have been obtained as a result of the uncatalyzed C-C coupling reactions of quinoline, quinoxaline, 1,10-phenantroline, and their N-oxides with (1-oxido-3-phenyl-1,4-diazaspiro[4.5]deca-1,3-dien-2-yl)lithium \\\\expert2\\nbo\\Tetrahedron\\2015, v. 71 , p. 7077-7082.pdf |
A 10 A Convenient Approach to CF3-Containing N-Heterocycles Based on 2-Methoxy-2-methyl-5-(trifluoromethyl)furan-3(2H)-one [Electronic resource] / D. N. Bazhin, Yu. S. Kudyakova, G. -V. Roeschenthaler, Ya. V. Burgart, P. A. Slepukhin, M. L. Isenov, V. I. Saloutin, V. N. Charushin // European Journal of Organic Chemistry. - 2015. - № 23. - С. 5236-5245. - Bibliogr. : p. 5245 (23 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): NITROGEN HETEROCYCLES -- FLUORINE -- OXYGEN HETEROCYCLES Аннотация: New synthetic routes to trifluoromethylated N-heterocycles based on condensations of 2-methoxy-2-methyl-5-(trifluoromethyl)furan-3(2H)-one with bifunctional N-nucleophiles are described. For the first time, trifluoromethyl-containing pyrazoles, pyrazolines and isoxazolines bearing hydrazone or oxime groups could be obtained by a one-pot strategy based on reactions of 5-(trifluoromethyl)furan-3(2H)-one with two equivalents of the corresponding hydrazines or hydroxylamine in the presence of an acid. The interaction of furan-3(2H)-one with ureas proceeded under mild conditions to furnish 1H-furo[2,3-d]imidazol-2(3H)-one derivatives in good yield. Further, a trifluoromethyl-containing quinoxaline derivative was obtained by condensation of furan-3(2H)-one with ortho-phenylenediamine. \\\\expert2\\nbo\\European Journal of Organic Chemistry\\2015, №23. p.5236-5245.pdf |
R 35 Regioselective C2- and C8-Acylation of 5,11-Dihydroindolo[3,2-b]carbazoles and the Synthesis of Their 2,8-Bis(quinoxalinyl) Derivatives [Electronic resource] / R. A. Irgashev, N. A. Kazin, G. A. Kim, G. L. Rusinov, V. N. Charushin // Synthesis (Germany). - 2015. - Vol. 47, № 22. - С. 3561-3572 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 5,11-DIHYDROINDOLO[3,2-B]CARBAZOLES -- ACYLATION -- 2-ARYLGLYOXALS Аннотация: An efficient approach for the double acetylation of 5,11-dihexyl-6,12-di(hetero)aryl-substituted 5,11-dihydroindolo[3,2-b]carbazoles with acetic anhydride in the presence of boron trifluoride etherate has been developed, thus affording the corresponding 2,8-diacetyl derivatives in good yields. A similar acylation has been shown to occur by the reaction of anhydrides of other carboxylic acids. Oxidation of the obtained 2,8-diacetyl derivatives with selenium dioxide takes place on heating or under microwave irradiation, thus resulting in the formation of the corresponding 2,8-diglyoxals. The latter proved to react with aromatic o-diamines to afford new indolo[3,2-b]carbazoles bearing quinoxalinyl fragments at C-2 and C-8. Major optical properties of quinoxaline-containing indolo[3,2-b]carbazoles have been measured. |
R 35 Regioselective C2- and C8-Acylation of 5,11-Dihydroindolo[3,2-b]carbazoles and the Synthesis of Their 2,8-Bis(quinoxalinyl) Derivatives [Electronic resource] / R. A. Irgashev, N. A. Kazin, G. A. Kim, G. L. Rusinov, V. N. Charushin // Synthesis (Germany). - 2015. - Vol.47, № 22. - С. 3561-3572. - Bibliogr. : p. Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): ACYLATION -- TYPE HETEROACENES -- QUINOXALINES Аннотация: An efficient approach for the double acetylation of 5,11-dihexyl-6,12-di(hetero)aryl-substituted 5,11-dihydroindolo[3,2-b]carbazoles with acetic anhydride in the presence of boron trifluoride etherate has been developed, thus affording the corresponding 2,8-diacetyl derivatives in good yields. A similar acylation has been shown to occur by the reaction of anhydrides of other carboxylic acids. Oxidation of the obtained 2,8-diacetyl derivatives with selenium dioxide takes place on heating or under microwave irradiation, thus resulting in the formation of the corresponding 2,8-diglyoxals. The latter proved to react with aromatic o-diamines to afford new indolo[3,2-b]carbazoles bearing quinoxalinyl fragments at C-2 and C-8. Major optical properties of quinoxaline-containing indolo[3,2-b]carbazoles have been measured. |
Synthesis and characterization of linear 1,4-diazine-triphenylamine–based selective chemosensors for recognition of nitroaromatic compounds and aliphatic amines / E. V. Verbitskiy, Y. A. Kvashnin, E. F. Zhilina [et al.] // Dyes and pigments. - 2020. - Vol. 178. - P108344 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): ALIPHATIC AMINES -- FLUORESCENCE QUENCHING -- NITROAROMATIC COMPOUNDS -- PYRAZINE -- QUINOXALINE -- SOLVATOCHROMISM Аннотация: Novel 1,4-diazine-based dyes of the D–π–A type, possessing triphenylamine as an electron-donating group, have been developed. Fluorescence studies have demonstrated that emission of these fluorophores is sensitive towards different nitroaromatic compounds and aliphatic amines, both in solutions and in a vapor phase. Moreover, these compounds can be considered as “naked-eye” fluorescent probes for solution polarity because they possess pronounced solvatochromic properties. Therefore, these compounds have to be regarded as potential multifunctional chemosensors for monitoring hazardous organic substances. |
Synthesis and photophysical studies of novel v-shaped 2,3-bis{5-aryl-2-thienyl}(dibenzo[f,h])quinoxalines / T. N. Moshkina, E. V. Nosova, A. E. Kopotilova [et al.] // Asian journal of organic chemistry. - 2020. - Vol. 9, № 4. - P673-681 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): CROSS-COUPLING -- DIBENZO[F,H]QUINOXALINE -- DONOR-ACCEPTOR-DONOR CHROMOPHORES -- FLUORESCENCE -- SENSORS Аннотация: A series of novel V-shaped luminophores containing electron-withdrawing dibenzo[f,h]quinoxaline core and arylthienyl donor fragments at positions 2 and 3 has been synthesized. The absorption spectra (UV/vis) were recorded in several solvents, whereas emission spectra were recorded in solutions and powders. The solvatochromism as well as halochromism of obtained compounds was also explored. Electronic-structure calculations using quantum-chemistry methods were performed to further analyse experimental results. All characteristics were compared with that of 2,3-bis(arylthienyl)quinoxaline counterparts. The halochromic effect studies showed that upon gradual addition of trifluoroacetic acid (TFA) to the toluene solution of diethylaminophenyl-substituted dibenzo[f,h]quinoxaline chromophore, absorption and emission changed. Observed band shifts were more distinct in the case of mentioned quinoxaline than for other derivatives. All of the (dibenzo[f,h])quinoxaline chromophores exhibited good sensitivity toward nitro-containing explosives with high Stern-Volmer constants up to 57800 M−1, these results are remarkable for such heterocyclic systems. |