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1.
Инвентарный номер: нет.
   
   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
ББК 54
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.

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2.
Инвентарный номер: нет.
   
   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.
ББК 54
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.

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3.
Инвентарный номер: нет.
   


   
    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.

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4.
Инвентарный номер: нет.
   
   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)
ББК 54
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.

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5.
Инвентарный номер: нет.
   
   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.)
ББК 54
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
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6.
Инвентарный номер: нет.
   
   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.)
ББК 54
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
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7.
Инвентарный номер: нет.
   


   
    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.

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8.
Инвентарный номер: нет.
   


   
    One-pot two-step synthesis of 4H-thieno[2',3':4,5]pyrrolo[2,3-b]quinoxaline derivatives / G. Sadykhov, E. V. Verbitskiy, G. L. Rusinov [et al.] // Современные синтетические методологии для создания лекарственных препаратов и функциональных материалов" (MOSM 2021): V международная конференция: сборник тезисов. - Екатеринбург, 2021. - С. PR-95
Рубрики: ХИМИЧЕСКИЕ НАУКИ

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9.
Инвентарный номер: нет.
   


   
    New approach to biologically active indolo[2,3-b]quinoxaline derivatives through intramolecular oxidative cyclodehydrogenation / G. Sadykhov, D. V. Belyaev, M. G. Pervova [et al.] // ChemistrySelect. - 2022. - Vol. 7, № 18. - Pe202200497
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A convenient synthetic protocol to antiviral agent B-220 and a series of similar indolo[2,3-b]quinoxaline derivatives has been developed. This synthetic approach is based on Buchwald-Hartwig cross-coupling and subsequent annulation by intramolecular oxidative cyclodehydrogenation. For the first time, 6H-indolo[2,3-b]quinoxaline amine derivatives were evaluated for antimycobacterial activity. The moderate bacteriostatic effect against Mycobacterium tuberculosis H37Rv was found. A plausible mechanism of antibacterial action was elucidated by the molecular docking.

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10.
Инвентарный номер: нет.
   


   
    Push–pull derivatives based on 2,4'-biphenylene linker with quinoxaline, [1,2,5]oxadiazolo[3,4-b]pyrazine and [1,2,5]thiadiazolo[3,4-b]pyrazine electron withdrawing parts / E. V. Verbitskiy, Y. A. Kvashnin, G. L. Rusinov [et al.] // Molecules. - 2022. - Vol. 27, № 13. - Ст. 4250
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A series of novel V-shaped quinoxaline, [1,2,5]oxadiazolo[3,4-b]pyrazine and [1,2,5]thiadiazolo[3,4-b]pyrazine push–pull derivatives with 2,4′-biphenylene linker were designed and their electrochemical, photophysical and nonlinear optical properties were investigated. [1,2,5]Oxadiazolo[3,4-b]pyrazine is the stronger electron-withdrawing fragment as shown by electrochemical, and photophysical data. All compounds are emissive in a solid-state (from the cyan to red region of the spectrum) and quinoxaline derivatives are emissions in DCM solution. It has been found that quinoxaline derivatives demonstrate important solvatochromism and extra-large Stokes shifts, characteristic of twisted intramolecular charge transfer excited state as well as aggregation induced emission. The experimental conclusions have been justified by theoretical (TD-)DFT calculations.

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11.
Инвентарный номер: нет.
   


   
    Synthesis, characterization, and in vitro assessment of cytotoxicity for novel azaheterocyclic nido-carboranes – Candidates in agents for boron neutron capture therapy (BNCT) of cancer / M. V. Varaksin, L. A. Smyshliaeva, V. L. Rusinov [et al.] // Tetrahedron. - 2021. - Vol. 102. - P132525
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
AZAHETEROCYCLES -- BNCT -- CYTOTOXICITY -- CARBORANES
Аннотация: A series of novel water-soluble azaheterocyclic derivatives of nido-carborane bearing quinoxaline, 2H-imidazole or 1,2,4-triazine moieties were first synthesized in 82–91% yields. The structures of these boron-enriched compounds were confirmed by the data of NMR, IR spectroscopy, and mass spectrometry. To access the toxicity level for these organoboron compounds, the cytotoxicity indexes (IC50) were determined using by the MTT test on both human glioblastoma cell A-172 (IC50 = 150–243 μM) and human embryonic lung cells (IC50 = 424–944 μM) lines. The obtained preliminary results from in vitro analysis enable the synthesized water-soluble azaheterocyclic carboranes to be considered as challenging candidates in the design of agents for boron-neutron capture therapy (BNCT) of malignant tumors.

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12.
Инвентарный номер: нет.
   


    Mochulskaya, N. N.
    Antiviral agents – benzazine derivatives / N. N. Mochulskaya, E. V. Nosova, V. N. Charushin // Chemistry of heterocyclic compounds. - 2021. - Vol. 57. - P374–382
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
BENZAZINES -- QUINAZOLINE -- QUINOLINE -- QUINOXALINE
Аннотация: The review outlines the results of studies of the antiviral activity of quinoline, quinoxaline, and quinazoline derivatives published over the past 5 years. The supplied data indicate the enormous potential of benzazines for the design of effective antiviral drugs.

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13.
Инвентарный номер: нет.
   


   
    Synthesis, crystal structures and properties of carbazolebased [6]helicenes fused with an azine ring / D. I. Tonkoglazova, A. V. Gulevskaya, O. I. Askalepova, K. A. Chistyakov // Beilstein journal of organic chemistry. - 2021. - Vol. 17. - P11-21
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
AZINE-FUSED HELICENES -- CARBAZOLE-BASED [6]HELICENES -- HELICAL STRUCTURES
Аннотация: Novel carbazole-based [6]helicenes fused with an azine ring (pyridine, pyrazine or quinoxaline) have been prepared through a five-step synthetic sequence in good overall yields. Commercially available 2,3-dihaloazines were used as starting materials. To discern the effect of merging an azine moiety within a helical skeleton, the X-ray structures, UV–vis absorption and fluorescence spectra of the helicenes were investigated and compared to that of the parent carbazole-based [6]helicene (7H-phenanthro[3,4-c]carbazole).

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14.
Инвентарный номер: нет.
   
   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
ББК 54
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
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15.
Инвентарный номер: нет.
   
   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
ББК 54
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
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16.
Инвентарный номер: нет.
   
   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
ББК 54
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
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17.
Инвентарный номер: нет.
   
   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
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ

\\\\expert2\\nbo\\Mendeleev Communications\\1999, v.9, N 2. p.76.pdf
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18.
Инвентарный номер: нет.
   
   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.)
ББК 54
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
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19.
Инвентарный номер: нет.
   
   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
ББК 54
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

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20.
Инвентарный номер: нет.
   
   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
ББК 54
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
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