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1.
Инвентарный номер: нет.
   

   
    Synthesis of novel [1,2,4]triazolo[1,5-b][1,2,4,5]tetrazines and investigation of their fungistatic activity / A. V. Korotina, S. G. Tolshchina, R. I. Ishmetova [et al.] // Beilstein Journal of Organic Chemistry. - 2022. - Vol. 18. - P243-250
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A series of novel [1,2,4]triazolo[1,5-b][1,2,4,5]tetrazines has been synthesized through oxidation reaction of the corresponding 3,6-disubstituted 1,2,4,5-tetrazines bearing amidine fragments. It is shown that the heterocyclic systems obtained can be modified easily at C(3) position in the reactions with aliphatic alcohols and amines. Also, the reactivity of [1,2,4]triazolo[1,5-b][1,2,4,5]tetrazines towards CH-active compounds has been studied. The obtained triazolo[1,5-b]annulated 1,2,4,5-tetrazines proved to be active in micromolar concentrations in vitro against filamentous anthropophilic and zooanthropophilic dermatophyte fungi (Trichophyton, Microsporum and Epidermofiton), which cause skin and its appendages (hair, nails) diseases.

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2.
Инвентарный номер: нет.
   

   
    Oximes of fluoroalkyl-containing 1,3-diketones: specific features of synthesis, analysis, and thermal stability / N. S. Boltacheva, P. A. Slepukhin, M. G. Pervova [et al.] // Russian chemical bulletin. - 2022. - Vol. 71, № 4. - P1464-1473
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Nitrosation of lithium 1,3-diketonates bearing fluoroalkyl and aryl (or hetaryl) substituents in positions 1 and 3 results in 3-polyfluoroalkyl-1,2,3-propanetrione 2-oximes (from this point on, oximes). Under similar conditions, lithium (Z)-1,1,1-trifluoro-4-oxo-4-(thien-2-yl)-2-buten-2-olate forms a hydration product of the corresponding oxime. Nitrosation of fluoroalkyl-containing lithium 1,3-diketonates is accompanied by retro-decomposition of the initial lithium 1,3-diketonates and the target oximes (or their hydration products) followed by oxidation and hydrolysis of the reaction products. Under the GC-MS conditions, the oximes undergo partial thermal decomposition to 2-aryl(hetaryl)-2-oxoethanenitriles. An analysis of solutions of the oximes in DMSO-d6 by 1H and 19F NMR spectroscopies revealed isomerization and hydration of these compounds. The temperature ranges of stability of the oximes were determined by thermogravimetric analysis and differential thermal analysis. The molecular and crystal structures of 4,4-difluoro-1-(4-methoxyphenyl)-1,2,3-butanetrione 2-oxime and 4,4,4-trifluoro-1-(thien-2-yl)-1,2,3-butanetrione 2-oxime were determined by X-ray diffraction.

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3.
Инвентарный номер: нет.
   

   
    Oximes of fluoroalkyl-containing 1,3-diketones: specific features of synthesis, analysis, and thermal stability / N. S. Boltacheva, P. A. Slepukhin, M. G. Pervova [et al.] // Russian chemical bulletin. - 2022. - Vol. 71, № 7. - P1464-1473
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Nitrosation of lithium 1,3-diketonates bearing fluoroalkyl and aryl (or hetaryl) substituents in positions 1 and 3 results in 3-polyfluoroalkyl-1,2,3-propanetrione 2-oximes (from this point on, oximes). Under similar conditions, lithium (Z)-1,1,1-trifluoro-4-oxo-4-(thien-2-yl)-2-buten-2-olate forms a hydration product of the corresponding oxime. Nitrosation of fluoroalkyl-containing lithium 1,3-diketonates is accompanied by retro-decomposition of the initial lithium 1,3-diketonates and the target oximes (or their hydration products) followed by oxidation and hydrolysis of the reaction products. Under the GC-MS conditions, the oximes undergo partial thermal decomposition to 2-aryl(hetaryl)-2-oxoethanenitriles. An analysis of solutions of the oximes in DMSO-d6 by 1H and 19F NMR spectroscopies revealed isomerization and hydration of these compounds. The temperature ranges of stability of the oximes were determined by thermogravimetric analysis and differential thermal analysis. The molecular and crystal structures of 4,4-difluoro-1-(4-methoxyphenyl)-1,2,3-butanetrione 2-oxime and 4,4,4-trifluoro-1-(thien-2-yl)-1,2,3-butanetrione 2-oxime were determined by X-ray diffraction.

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4.
Инвентарный номер: нет.
   

   
    Oxidative C–H functionalization of arenes: main tool of 21st century green chemistry. A review / A. V. Shchepochkin, F. V. Antipin, V. N. Charushin, O. N. Chupakhin // Doklady Chemistry. - 2021. - Vol. 499, № 1. - P123-157
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Recent advances in the field of direct oxidative C–H functionalization of inactivated arenes, as one of the main tools of green chemistry, are discussed. Examples of building carbon–carbon, carbon–oxygen, carbon–nitrogen, and carbon–sulfur bonds, using catalysis with palladium compounds, oxidation with hypervalent iodine derivatives, and through electrochemical and photochemical transformations, are given.

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5.
Инвентарный номер: нет.
   

    Chupakhin, O. N.
    Application of electrochemical oxidative methods in the C(SP2)–H functionalization of heterocyclic compounds / O. N. Chupakhin, A. V. Shchepochkin, V. N. Charushin // Advances in heterocyclic chemistry. - 2020. - Т. 131. - P1-47
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
C-H FUNCTIONALIZATION -- ELECTROCHEMICAL OXIDATION -- GREEN CHEMISTRY -- OCDC -- SN H REACTIONS
Аннотация: New atom-economic and environmentally friendly processes should replace the traditional ways of building C–C, C–N, C–O, C–P, C–S bonds, which are usually based on the replacement of a halogen atom, and, therefore, required the preliminary modification of substrates, and the use of aggressive reagents, harsh conditions or expensive catalysts. In recent years, the direct metal-free functionalization of the C(sp2)–H bond, which provides the most efficient and low-waste pathway for molecular transformation, has attracted increasing attention. However, these transformations usually require stoichiometric amounts of chemical oxidizing agents. The modern world and its sustainable development trends are forcing the chemical industry to improve in an environmentally friendly direction and meet the requirements of “green chemistry.” In this regard, the use of electrochemical methods is extremely important. Electrochemical anodic oxidation is an ideal option for the replacement of chemical oxidizers in C–H functionalization reactions. The data on the main electrochemical methods and approaches used for the direct functionalization of the C(sp2)–H bond in heterocyclic compounds are classified and summarized in this paper.

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6.
Инвентарный номер: нет.
   
   S 98

   
    Synthesis and antitumour activity of 4-aminoquinazoline derivatives [Electronic resource] / G. N. Lipunova, E. V. Nosova, V. N. Charushin, O. N. Chupakhin // Russian Chemical Reviews. - 2016. - Vol. 85, № 7. - С. 759-793
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
GROWTH-FACTOR RECEPTOR -- POTENT EGFR INHIBITORS -- TYROSINE KINASE INHIBITORS
Аннотация: Scieces of data on the synthesis and antitumour activity of 4-aminoquinazolines are summarized and analyzed. Key methods for the synthesis of these compounds are considered, primarily cyclocondensation of carboxylic acid derivatives, as well as the oxidation of quinazolines and the cyclization of disubstituted thioureas. Improvements of synthetic schemes for erlotinib, gefitinib and lapatinib, which are the best-known pharmaceuticals based on compounds of the title class, are also considered. Synthetic strategies and biological activities for new 4-aminoquinazoline derivatives that are EGFR-tyrosine kinase inhibitors, multiactive compounds, and labelled compounds for use as positron emission tomography (PET) imaging agents are discussed.

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7.
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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8.
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.

\\\\expert2\\nbo\\Synthesis\\2015, v. 47. N 22. p.3561-3572.pdf
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9.
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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10.
Инвентарный номер: нет.
   
   S 98

   
    Synthesis of 4-(thien-2-yl)-substituted coumarins through Lewis acid catalyzed Michael addition of thiophenes to 3-benzoylcoumarins followed by oxidation [Electronic resource] / R. A. Irgashev, A. A. Karmatsky, G. L. Rusinov, V. N. Charushin // Tetrahedron Letters. - 2014. - Vol.55, №26. - С. 3603-3606
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
THIOPHENES -- 3-BENZOYLCOUMARINS -- Lewis acid
Аннотация: 3-Benzoyl-4-(thien-2-yl)coumarins have been obtained in good yields according to the SNH addition–oxidation protocol, involving the diastereoselective addition of thiophenes at C-4 of 3-benzoylcoumarins under BBr3 catalysis, followed by oxidation of the intermediate 3,4-trans-3-benzoyl-4-(thien-2-yl)-3,4-dihydrocoumarins with DDQ. This two-step procedure can be regarded as nucleophilic substitution of hydrogen (SNH) on the heterocyclic ring of coumarins

\\\\expert2\\nbo\\Tetrahedron Letters\\2014, v. 55, p. 3603.pdf
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11.
Инвентарный номер: нет.
   
   C 76

   
    Convenient synthesis of building-blocks for pyridine/piperidine-decorated crown ethers [Electronic resource] / M. B. Nawrozkij, E. B. Gorbunov, V. L. Rusinov, V. N. Charushin // Macroheterocycles . - 2014. - Vol.7, №1. - С. 18-22. - Bibliogr. : p. 22 (19 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
2-VYNYLPYRIDINE -- EPOXIDATION -- HYDROXYLATION
Аннотация: A convenient way to 1-(pyridin-2-yl)ethan-1,2-diol, 2-(oxiran-2-yl)pyridine and two diastereomeric forms of 1-(piperidin- 2-yl)ethan-1,2-diol, valuable building-blocks for the synthesis of functionalized crown ethers, has been developed. It is based on the Wagner oxidation or NBS-mediated epoxydation of 2-vinylpyridine, and the Schwenk-Papa reduction of 1-(pyridin-2-yl)ethan-1,2-diol, accompanied by fractional crystallization of a diastereo-meric mixture of the target product

\\\\expert2\\NBO\\Macroheterocycles\\2014.7.1.18-22.pdf
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12.
Инвентарный номер: нет.
   
   У 76

   
    Усовершенствованный синтез билдинг-блоков для получения краун-эфиров c пиридиновыми или пиперидиновыми фрагментами = Convenient synthesis of building-blocks for pyridine/piperidine-decorated crown ethers / М. Б. Навроцкий, Е. Б. Горбунов, А. С. Бабушкин, Е. А. Ручко, Г. Л. Русинов, В. Н. Чарушин, И. А. Новаков // Макрогетероциклы. - 2014. - Т. 7. - С. 18-22. - Библиогр.: с. 22 (19 назв)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Дескрипторы: 2-VYNYLPYRIDINE -- EPOXIDATION -- PIPERIDINE
Аннотация: A convenient way to 1-(pyridin-2-yl)ethan-1,2-diol, 2-(oxiran-2-yl)pyridine and two diastereomeric forms of 1-(piperi-din-2-yl)ethan-1,2-diol, valuable building-blocks for the synthesis of functionalized crown ethers, has been developed. It is based on the Wagner oxidation or NBS-mediated epoxydation of 2-vinylpyridine, and the Schwenk-Papa reduction of 1-(pyridin-2-yl)ethan-1,2-diol, accompanied by fractional crystallization of a diastereo-meric mixture of the target produc

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13.
Инвентарный номер: нет.
   
   U 62

   
    Unusual heterocyclization of chalcone podands with 3-amino-1,2,4-triazole / I. G. Ovchinnikova, M. S. Valova, E. G. Matochkina, M. I. Kodess, A. A. Tumashov, P. A. Slepukhin, O. V. Fedorova, G. L. Rusinov, V. N. Charushin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2011. - Vol.60, №5. - С. 965-974
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
TEMPLATE SYNTHESIS -- CHALCONE PODAND -- CROWN ETHERS
Аннотация: A new type of intramolecular cyclization of 1,5-bis[2-(E-3-oxo-3-phenylprop-1-enyl)-phenoxy]-3-oxapentane with 3-aminotriazole promoted by potassium ions was discovered. A cascade mechanism for the formation of crownophane with 4,7-dihydro[1,2,4]triazolo[1,5-a]-pyrimidine fragment was suggested. Effects of oligooxyethylene fragment of the chalcone podand and acid-base catalysis on the selectivity of the cyclocondensation processes and degree of oxidation of triazolopyrimidine fragments were studied. The product structures were confirmed by IR, 1H and 13C NMR spectroscopy and X-ray diffraction study

\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2011, 60 (5), 965-974.pdf
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14.
Инвентарный номер: нет.
   
   M 39

    Matern, A. I.
    Progress in the studies of oxidation of dihydropyridines and their analogues [Electronic resource] / A. I. Matern, V. N. Charushin, O. N. Chupakhin // Russian Chemical Reviews. - 2007. - Vol. 76, № 1. - P23-40
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Published data on oxidation of dihydropyridines and on the mechanisms and the role of hydride shifts in bioorganic chemistry, enantioselective synthesis and supramolecular chemistry are generalised.

\\\\Expert2\\nbo\\Russian Chemical Reviews\\2007, V.76, N1, p.23.pdf
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15.
Инвентарный номер: нет.
   
   E 43

   
    Electrochemical sensor based on metal-containing receptors for urea measurements [Text] : доклад, тезисы доклада / A. Kozitsina [и др.] // International Congress on Analytical Sciences "ICAS - 2006",M., June 25-30 2006 : book of abstracts. - М., 2006. - Vol. 1. - P291 : табл. - Bibliogr. : p. 291 (1 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ

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16.
Инвентарный номер: нет.
   
   Ч-54

   
    4,5-Difluoro-1,2-dehydrobenzene: generation and cycloaddition reactions [Electronic resource] / V. N. Charushin, S. K. Kotovskaya, S. A. Romanova, O. N. Chupakhin, Yu. V. Tomilov, O. M. Nefedov // Mendeleev Communications. - 2005. - Vol. 15, № 2. - P45-46
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
CYCLOADDITION REACTIONS
Аннотация: The oxidation of 1-amino-5,6-difluorobenzotriazole with Pb(OAc)4 in dry CH2Cl2 afforded 4,5-difluoro-1,2-dehydrobenzene, a new active intermediate, which can be used in situ for the synthesis of fluorinated carbo- and heterocyclic compounds via cycloaddition reactions.

\\\\Expert2\\nbo\\Mendeleev Communications\\2005, v.15, p.45.pdf
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17.
Инвентарный номер: нет.
   
   C 98

   
    Cyclization of N-alkylazinium cations with bifunctional nucleophiles. 25. Oxidation of tetrahydroquinoxalines condensed with six-membered ring heterocycles [Electronic resource] / V. N. Charushin, L. M. Naumova, M. G. Ponizovskii, V. G. Baklykov, O. N. Chupakhin // Chemistry of Heterocyclic Compounds. - 1987. - Vol. 23, № 9. - С. 1010-1013. - Bibliogr. : p. 1013 (11 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
TETRAHYDROQUINOXALINES -- POTASSIUM PERMANGANATE -- OXIDATION PRODUCTS
Аннотация: Reaction of six-membered ring heterocycle-annulated tetrahydroquinoxalines with potassium permanganate in acetone results in the formation of oxidation products containing a common system of conjugated double bonds.

\\\\expert2\\nbo\\Chemistry of Heterocyclic Compounds\\1987, v.23, N 9, p. 1010.pdf
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18.
Инвентарный номер: нет.
   
   H 54

    Henk C. van der Plas
    The .sigma. adducts of 5-nitropyrimidines with liquid ammonia and their oxidation into aminonitropyrimidines [Electronic resource] / Henk C. van der Plas, V. N. Charushin, Beb Van Veldhuizen // Journal of Organic Chemistry. - 1983. - Vol. 48, № 8. - P1354-1357
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
5-NITROPYRIMIDINES -- AMINONITROPYRIMIDINES -- SIGMA ADDUCTS

\\\\expert2\\nbo\\Journal of Organic Chemistry\\1983, v.48, p.1354-1357.pdf
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19.
Инвентарный номер: нет.
   
   E 43

   
    Electrochemical modeling of the dehydrogenation of heterocycles. Oxidation of 3,4-dihydro-2-quinoxalinone derivatives [Electronic resource] / I. M. Sosonkin, G. N. Strogov, V. N. Charushin, O. N. Chupakhin // Chemistry of Heterocyclic Compounds. - 1981. - Vol. 17, № 2. - P195-197. - Bibliogr. : p. 197 (14 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
DEHYDROGENATION -- HETEROCYCLES -- ELECTROCHEMICAL OXIDATION
Аннотация: A study of the electrochemical oxidation of 3,4-dihydro-2-quinoxalinone derivatives on a rotating platinum disk electrode with a ring showed that their reduction includes the successive detachment of two electrons and two protons

\\\\expert2\\nbo\\Chemistry of Heterocyclic Compounds\\1981, v.17, N 2, p.195.pdf
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