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Prof. Mikhail Elinson
N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences

Basic Info


Research Keywords & Expertise

0 Organic Chemistry
0 Organic Synthesis
0 Multicomponent reactions
0 Elecroorganic Chemistry
0 Electroorganic synthesis

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Multicomponent reactions
Organic Synthesis
Electroorganic synthesis

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Short Biography

Michail N. Elinson graduated from Chemical Department of Moscow State University and joined N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences (Moscow) where he received his Ph.D. in 1981 under direction of Prof. G. I. Nikishin; and his Dr. Sci. in 1995, he was promoted to professor in the same institute in 2008. His research interests are in the fields of cascade and multicomponent reactions and electroorganic chemistry.

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Original paper
Published: 11 June 2021 in Monatshefte für Chemie - Chemical Monthly
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The new electrochemical multicomponent assembling has been found: the electrolysis of arylaldehydes, malononitrile, and pyrazolin-5-ones in alcohols in an undivided cell in the presence of sodium bromide as mediator results in the formation of substituted 4-methyl-7-oxo-2-phenyl-5,6-diazaspiro[2.4]hept-4-ene-1,1-dicarbonitriles in 60–80% yields. The optimized reaction conditions and a mechanistic rationale for this electrocatalytic multicomponent assembling are presented.

ACS Style

Michail N. Elinson; Yuliya E. Ryzhkova; Anatoly N. Vereshchagin; Fedor V. Ryzhkov; Varvara M. Kalashnikova; Mikhail P. Egorov. Direct and efficient electrocatalytic multicomponent assembling of arylaldehydes, malononitrile, and pyrazolin-5-ones into spirocyclopropyl pyrazolone scaffold. Monatshefte für Chemie - Chemical Monthly 2021, 152, 641 -648.

AMA Style

Michail N. Elinson, Yuliya E. Ryzhkova, Anatoly N. Vereshchagin, Fedor V. Ryzhkov, Varvara M. Kalashnikova, Mikhail P. Egorov. Direct and efficient electrocatalytic multicomponent assembling of arylaldehydes, malononitrile, and pyrazolin-5-ones into spirocyclopropyl pyrazolone scaffold. Monatshefte für Chemie - Chemical Monthly. 2021; 152 (6):641-648.

Chicago/Turabian Style

Michail N. Elinson; Yuliya E. Ryzhkova; Anatoly N. Vereshchagin; Fedor V. Ryzhkov; Varvara M. Kalashnikova; Mikhail P. Egorov. 2021. "Direct and efficient electrocatalytic multicomponent assembling of arylaldehydes, malononitrile, and pyrazolin-5-ones into spirocyclopropyl pyrazolone scaffold." Monatshefte für Chemie - Chemical Monthly 152, no. 6: 641-648.

Communication
Published: 30 May 2021 in Molbank
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The ammonium salts of many drugs have significantly improved the solubility and, accordingly, the bioavailability of medicinal substances in the human body. 5-(4-Hydroxy-2-oxo-2H-chromen-3-yl)-5H-chromeno[2,3-b]pyridines are potential NPY1R ligands, which are attractive for antiobesity treatment. Ammonium salts of 5H-chromeno[2,3-b]pyridines were previously unknown. In this communication, it was found that the four-component reaction of salicylaldehyde, 2-aminoprop-1-ene-1,1,3-tricarbonitrile, 4-Hydroxy-2H-chromen-2-one and amines results in the formation of ammonium salts of 5-(3-chromenyl)-5H-chromeno[2,3-b]pyridines. The structure of these previously unknown compounds was confirmed by means of 1H, 13C NMR and IR spectroscopy, mass spectrometry and elemental analysis.

ACS Style

Yuliya Ryzhkova; Artem Fakhrutdinov; Michail Elinson. Ammonium Salts of 5-(3-Chromenyl)-5H-chromeno[2,3-b]pyridines. Molbank 2021, 2021, M1219 .

AMA Style

Yuliya Ryzhkova, Artem Fakhrutdinov, Michail Elinson. Ammonium Salts of 5-(3-Chromenyl)-5H-chromeno[2,3-b]pyridines. Molbank. 2021; 2021 (2):M1219.

Chicago/Turabian Style

Yuliya Ryzhkova; Artem Fakhrutdinov; Michail Elinson. 2021. "Ammonium Salts of 5-(3-Chromenyl)-5H-chromeno[2,3-b]pyridines." Molbank 2021, no. 2: M1219.

Journal article
Published: 28 May 2021 in Mendeleev Communications
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Electrocatalytic cyclization of 6-hydroxy-5-[(2-hydroxy-6-oxocyclohex-1-en-1-yl)(aryl)methyl]-1,3-dimethylpyrimidine-2,4-(1H,3H)-diones in alcohols in an undivided cell in the presence of sodium halides results in selective formation of substituted spirobarbituric dihydrofurans in 82–93% yields. Crystal structure of 3-(3-bromophenyl)-1′,3′,6,6-tetramethyl-3,5,6,7-tetrahydro-2′,4-dihydrospiro[benzofuran-2,5′-pyrimidine]-2′,4,4′,6′(1′H,3′H)-tetraone has been confirmed by X-ray diffraction data.

ACS Style

Michail N. Elinson; Anatoly N. Vereshchagin; Yuliya E. Ryzhkova; Mikhail P. Egorov. Selective and efficient electrocatalytic way to spirobarbituric dihydrofurans. Mendeleev Communications 2021, 31, 347 -349.

AMA Style

Michail N. Elinson, Anatoly N. Vereshchagin, Yuliya E. Ryzhkova, Mikhail P. Egorov. Selective and efficient electrocatalytic way to spirobarbituric dihydrofurans. Mendeleev Communications. 2021; 31 (3):347-349.

Chicago/Turabian Style

Michail N. Elinson; Anatoly N. Vereshchagin; Yuliya E. Ryzhkova; Mikhail P. Egorov. 2021. "Selective and efficient electrocatalytic way to spirobarbituric dihydrofurans." Mendeleev Communications 31, no. 3: 347-349.

Journal article
Published: 28 May 2021 in Mendeleev Communications
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Electrocatalytic cyclization of 6-hydroxy-5-[(2-hydroxy-6-oxocyclohex-1-en-1-yl)(aryl)methyl]-1,3-dimethylpyrimidine-2,4-(1H,3H)-diones in alcohols in an undivided cell in the presence of sodium halides results in selective formation of substituted spirobarbituric dihydrofurans in 82–93% yields. Crystal structure of 3-(3-bromophenyl)-1′,3′,6,6-tetramethyl-3,5,6,7-tetrahydro-2′,4-dihydrospiro[benzofuran-2,5′-pyrimidine]-2′,4,4′,6′(1′H,3′H)-tetraone has been confirmed by X-ray diffraction data.

ACS Style

Michail N. Elinson; Anatoly N. Vereshchagin; Yuliya E. Ryzhkova; Mikhail P. Egorov. Selective and efficient electrocatalytic way to spirobarbituric dihydrofurans. Mendeleev Communications 2021, 31, 347 -349.

AMA Style

Michail N. Elinson, Anatoly N. Vereshchagin, Yuliya E. Ryzhkova, Mikhail P. Egorov. Selective and efficient electrocatalytic way to spirobarbituric dihydrofurans. Mendeleev Communications. 2021; 31 (3):347-349.

Chicago/Turabian Style

Michail N. Elinson; Anatoly N. Vereshchagin; Yuliya E. Ryzhkova; Mikhail P. Egorov. 2021. "Selective and efficient electrocatalytic way to spirobarbituric dihydrofurans." Mendeleev Communications 31, no. 3: 347-349.

Journal article
Published: 25 May 2021 in Electrochem
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A continuously growing interest in convenient and ‘green’ reaction techniques encourages organic chemists to elaborate on new synthetic methodologies. Nowadays, organic electrochemistry is a new useful method with important synthetic and ecological advantages. The employment of an electrocatalytic methodology in cascade reactions is very promising because it provides the combination of the synthetic virtues of the cascade strategy with the ecological benefits and convenience of electrocatalytic procedures. In this research, a new type of the electrocatalytic cascade transformation was found: the electrochemical cyclization of 1,3-dimethyl-5-[[3-hydroxy-6-(hydroxymethyl)-4-oxo-4H-pyran-2-yl](aryl)methyl]pyrimidine-2,4,6(1H,3H,5H)-triones was carried out in alcohols in an undivided cell in the presence of sodium halides with the selective formation of spiro[furo[3,2-b]pyran-2,5′-pyrimidines] in 59-95% yields. This new electrocatalytic process is a selective, facile, and efficient way to create spiro[furo[3,2-b]pyran-2,5′-pyrimidines], which are pharmacologically active heterocyclic systems with different biomedical applications. Spiro[furo[3,2-b]pyran-2,5′-pyrimidines] were found to occupy the binding pocket of aldose reductase and inhibit it. The values of the binding energy and Lead Finder’s Virtual Screening scoring function showed that the formation of protein–ligand complexes was favorable. The synthesized compounds are promising for the inhibition of aldose reductase. This makes them interesting for study in the treatment of diabetes or similar diseases.

ACS Style

Michail Elinson; Anatoly Vereshchagin; Yuliya Ryzhkova; Fedor Ryzhkov; Artem Fakhrutdinov; Mikhail Egorov. Efficient Electrocatalytic Approach to Spiro[Furo[3,2-b]pyran-2,5′-pyrimidine] Scaffold as Inhibitor of Aldose Reductase. Electrochem 2021, 2, 295 -310.

AMA Style

Michail Elinson, Anatoly Vereshchagin, Yuliya Ryzhkova, Fedor Ryzhkov, Artem Fakhrutdinov, Mikhail Egorov. Efficient Electrocatalytic Approach to Spiro[Furo[3,2-b]pyran-2,5′-pyrimidine] Scaffold as Inhibitor of Aldose Reductase. Electrochem. 2021; 2 (2):295-310.

Chicago/Turabian Style

Michail Elinson; Anatoly Vereshchagin; Yuliya Ryzhkova; Fedor Ryzhkov; Artem Fakhrutdinov; Mikhail Egorov. 2021. "Efficient Electrocatalytic Approach to Spiro[Furo[3,2-b]pyran-2,5′-pyrimidine] Scaffold as Inhibitor of Aldose Reductase." Electrochem 2, no. 2: 295-310.

Article
Published: 18 April 2021 in Journal of Heterocyclic Chemistry
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The new electrocatalytic multicomponent transformation has been found: the electrolysis of arylaldehydes, N,N′‐dimethylbarbiturate, and cycloxehane‐1,3‐diones in alcohols in the presence of sodium bromide as a mediator in an undivided cell results in the formation of substituted unsymmetric spirobarbituric dihydrofurans in 62%–76% yields. The optimized reaction conditions and a mechanistic rationale for this electrocatalytic multicomponent transformation are presented. This new electrocatalytic process is a facile and efficient way to produce substituted unsymmetric spirobarbituric dihydrofurans containing both barbituric and 3,5,6,7‐tetrahydro‐1‐benzofuran‐4(2H)‐one fragments, which are promising compounds for different biomedical applications, among them are anticonvulsants, anti‐AIDS agents, and antiinflammatory remedies. The scaffold approach was employed to find a protein, which may be influenced by the synthesized compounds—human aldose reductase was proposed. It was shown by molecular docking studies that such a scaffold search is beneficial and tetrahydro‐2′H,4H‐spiro[benzofuran‐2,5′‐pyrimidines] used in this approach are promising for the development of novel aldose reductase inhibitors.

ACS Style

Michail N. Elinson; Yuliya E. Ryzhkova; Anatoly N. Vereshchagin; Fedor V. Ryzhkov; Mikhail P. Egorov. Electrocatalytic multicomponent one‐pot approach to tetrahydro‐2′ H , 4 H ‐spiro[benzofuran‐2,5′‐pyrimidine] scaffold. Journal of Heterocyclic Chemistry 2021, 58, 1484 -1495.

AMA Style

Michail N. Elinson, Yuliya E. Ryzhkova, Anatoly N. Vereshchagin, Fedor V. Ryzhkov, Mikhail P. Egorov. Electrocatalytic multicomponent one‐pot approach to tetrahydro‐2′ H , 4 H ‐spiro[benzofuran‐2,5′‐pyrimidine] scaffold. Journal of Heterocyclic Chemistry. 2021; 58 (7):1484-1495.

Chicago/Turabian Style

Michail N. Elinson; Yuliya E. Ryzhkova; Anatoly N. Vereshchagin; Fedor V. Ryzhkov; Mikhail P. Egorov. 2021. "Electrocatalytic multicomponent one‐pot approach to tetrahydro‐2′ H , 4 H ‐spiro[benzofuran‐2,5′‐pyrimidine] scaffold." Journal of Heterocyclic Chemistry 58, no. 7: 1484-1495.

Journal article
Published: 01 January 2021 in Russian Chemical Reviews
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ACS Style

Michail N. Elinson; Yuliya E. Ryzhkova; Fedor V. Ryzhkov. Multicomponent design of chromeno[2,3-b]pyridine systems. Russian Chemical Reviews 2021, 90, 94 -115.

AMA Style

Michail N. Elinson, Yuliya E. Ryzhkova, Fedor V. Ryzhkov. Multicomponent design of chromeno[2,3-b]pyridine systems. Russian Chemical Reviews. 2021; 90 (1):94-115.

Chicago/Turabian Style

Michail N. Elinson; Yuliya E. Ryzhkova; Fedor V. Ryzhkov. 2021. "Multicomponent design of chromeno[2,3-b]pyridine systems." Russian Chemical Reviews 90, no. 1: 94-115.

Journal article
Published: 31 May 2020 in Molecules
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The Pot, Atom, and Step Economy (PASE) approach is based on the Pot economy principle and unites it with the Atom and Step Economy strategies; it ensures high efficiency, simplicity and low waste formation. The PASE approach is widely used in multicomponent chemistry. This approach was adopted for the synthesis of previously unknown hydroxyquinolinone substituted chromeno[2,3-b]pyridines via reaction of salicylaldehydes, malononitrile dimer and hydroxyquinolinone. It was shown that an ethanol-pyridine combination is more beneficial than other inorganic or organic catalysts. Quantum chemical studies showed that chromeno[2,3-b]pyridines has potential for corrosion inhibition. Real time 1H NMR monitoring was used for the investigation of reaction mechanism and 2-((2H-chromen-3-yl)methylene)malononitrile was defined as a key intermediate in the reaction.

ACS Style

Fedor V. Ryzhkov; Yuliya E. Ryzhkova; Michail N. Elinson; Stepan V. Vorobyev; Artem N. Fakhrutdinov; Anatoly N. Vereshchagin; Mikhail P. Egorov. Catalyst-Solvent System for PASE Approach to Hydroxyquinolinone-Substituted Chromeno[2,3-b]pyridines Its Quantum Chemical Study and Investigation of Reaction Mechanism. Molecules 2020, 25, 2573 .

AMA Style

Fedor V. Ryzhkov, Yuliya E. Ryzhkova, Michail N. Elinson, Stepan V. Vorobyev, Artem N. Fakhrutdinov, Anatoly N. Vereshchagin, Mikhail P. Egorov. Catalyst-Solvent System for PASE Approach to Hydroxyquinolinone-Substituted Chromeno[2,3-b]pyridines Its Quantum Chemical Study and Investigation of Reaction Mechanism. Molecules. 2020; 25 (11):2573.

Chicago/Turabian Style

Fedor V. Ryzhkov; Yuliya E. Ryzhkova; Michail N. Elinson; Stepan V. Vorobyev; Artem N. Fakhrutdinov; Anatoly N. Vereshchagin; Mikhail P. Egorov. 2020. "Catalyst-Solvent System for PASE Approach to Hydroxyquinolinone-Substituted Chromeno[2,3-b]pyridines Its Quantum Chemical Study and Investigation of Reaction Mechanism." Molecules 25, no. 11: 2573.

Full paper
Published: 26 May 2020 in ChemistrySelect
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The new electrochemically induced multicomponent assembling has been accomplished: the electrocatalytic transformation of aldehydes, 3‐aryl‐substituted isoxazol‐5(4H )‐ones and kojic acid has been carried out in alcohols in an undivided cell in the presence of sodium halides. This transformation proceeds with the selective formation of the earlier unknown substituted 4‐{[3‐hydroxy‐6‐(hydroxymethyl)‐4‐oxo‐4H ‐pyran‐2‐yl]‐(aryl)methyl}‐isoxazol‐5(2H )‐ones in 57–93 % yields with 190–310 % current efficiency. This new electrocatalytic process provides a facile and efficient way to the separated by C‐aryl‐substituted spacer 3‐arylisoxazol‐5(4H )‐one and kojic acid pharmacology active heterocyclic fragments, which are promising compounds for different biomedical applications, and, in particular, for regulation of inflammatory as was shown by docking studies in this research.

ACS Style

Michail N. Elinson; Yuliya E. Ryzhkova; Fedor Ryzhkov; Anatoly N. Vereshchagin; Natalia A. Leonova; Mikhail P. Egorov. Electrochemically Induced Facile and Efficient Multicomponent Approach to Medicinally Relevant 4‐[4‐oxo‐4 H ‐pyran‐2‐yl](aryl)‐methylisoxazol‐5(2 H )‐one Scaffold. ChemistrySelect 2020, 5, 5981 -5986.

AMA Style

Michail N. Elinson, Yuliya E. Ryzhkova, Fedor Ryzhkov, Anatoly N. Vereshchagin, Natalia A. Leonova, Mikhail P. Egorov. Electrochemically Induced Facile and Efficient Multicomponent Approach to Medicinally Relevant 4‐[4‐oxo‐4 H ‐pyran‐2‐yl](aryl)‐methylisoxazol‐5(2 H )‐one Scaffold. ChemistrySelect. 2020; 5 (20):5981-5986.

Chicago/Turabian Style

Michail N. Elinson; Yuliya E. Ryzhkova; Fedor Ryzhkov; Anatoly N. Vereshchagin; Natalia A. Leonova; Mikhail P. Egorov. 2020. "Electrochemically Induced Facile and Efficient Multicomponent Approach to Medicinally Relevant 4‐[4‐oxo‐4 H ‐pyran‐2‐yl](aryl)‐methylisoxazol‐5(2 H )‐one Scaffold." ChemistrySelect 5, no. 20: 5981-5986.

Short note
Published: 13 May 2020 in Molbank
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In this communication, the electrochemically induced multicomponent transformation of 3-methylbenzaldehyde, 3-(4-bromophenyl)isoxazol-5(4H)-one and kojic acid in n-PrOH in an undivided cell in the presence of sodium bromide was carefully investigated to give 3-(4-bromophenyl)-4-{[3-hydroxy-6-(hydroxymethyl)-4-oxo-4H-pyran-2-yl](m-tolyl)methyl}isoxa- zol-5(2H)-one in good yield. The structure of the new compound was established by means of elemental analysis, mass-, nuclear magnetic resonance and infrared spectroscopy. Furthermore, its structure was determined and confirmed by X-ray analysis. The synthesized compound is a promising compound for different biomedical applications, and, in particular, for the regulation of inflammatory diseases, as shown by docking studies in this research.

ACS Style

Yuliya E. Ryzhkova; Fedor V. Ryzhkov; Michail N. Elinson. 3-(4-Bromophenyl)-4-{[3-hydroxy-6-(hydroxymethyl)-4-oxo-4H-pyran-2-yl](m-tolyl)methyl}isoxazol-5(2H)-one. Molbank 2020, 2020, M1135 .

AMA Style

Yuliya E. Ryzhkova, Fedor V. Ryzhkov, Michail N. Elinson. 3-(4-Bromophenyl)-4-{[3-hydroxy-6-(hydroxymethyl)-4-oxo-4H-pyran-2-yl](m-tolyl)methyl}isoxazol-5(2H)-one. Molbank. 2020; 2020 (2):M1135.

Chicago/Turabian Style

Yuliya E. Ryzhkova; Fedor V. Ryzhkov; Michail N. Elinson. 2020. "3-(4-Bromophenyl)-4-{[3-hydroxy-6-(hydroxymethyl)-4-oxo-4H-pyran-2-yl](m-tolyl)methyl}isoxazol-5(2H)-one." Molbank 2020, no. 2: M1135.

Original paper
Published: 28 April 2020 in Monatshefte für Chemie - Chemical Monthly
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The new electrochemically induced multicomponent assembling was found: the electrocatalytic transformation of benzaldehydes, N,N′-dimethylbarbituric acid, and kojic acid has been carried out in alcohols in an undivided cell in the presence of sodium halides with the selective formation of the earlier unknown substituted 5-[[3-hydroxy-6-(hydroxymethyl)-4-oxo-4H-pyran-2-yl](phenyl)methyl]-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-triones in 65–88% yields and with 325–440% current efficiency. This new multicomponent process provides facile and efficient way to the novel type of separated by C-aryl-substituted spacer both 4-oxo-4H-pyran and 1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione pharmacology active systems, which are promising compounds for different biomedical applications.

ACS Style

Michail N. Elinson; Yuliya E. Ryzhkova; Stepan K. Krymov; Anatoly N. Vereshchagin; Alexander S. Goloveshkin; Mikhail P. Egorov. Electrochemically induced multicomponent ‘one-pot’ assembling benzaldehydes, N,N′-dimethylbarbituric acid, and kojic acid. Monatshefte für Chemie - Chemical Monthly 2020, 151, 567 -573.

AMA Style

Michail N. Elinson, Yuliya E. Ryzhkova, Stepan K. Krymov, Anatoly N. Vereshchagin, Alexander S. Goloveshkin, Mikhail P. Egorov. Electrochemically induced multicomponent ‘one-pot’ assembling benzaldehydes, N,N′-dimethylbarbituric acid, and kojic acid. Monatshefte für Chemie - Chemical Monthly. 2020; 151 (4):567-573.

Chicago/Turabian Style

Michail N. Elinson; Yuliya E. Ryzhkova; Stepan K. Krymov; Anatoly N. Vereshchagin; Alexander S. Goloveshkin; Mikhail P. Egorov. 2020. "Electrochemically induced multicomponent ‘one-pot’ assembling benzaldehydes, N,N′-dimethylbarbituric acid, and kojic acid." Monatshefte für Chemie - Chemical Monthly 151, no. 4: 567-573.

Journal article
Published: 01 March 2020 in Mendeleev Communications
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Electrocatalytic transformation of aldehydes, 2,4-dihydro-3H-pyrazol-3-ones and kojic acid in alcohols occurs in an undivided cell in the presence of sodium halides, selectively affording substituted 4-{[3-hydroxy-6-(hydroxymethyl)-4-oxo-4H-pyran-2-yl](aryl)methyl}-5-methyl-1,2-dihydro-3Hpyrazol-3-ones in 73–95% yields and with 240–320% current efficiency. The multicomponent process provides a facile and efficient way to the new type of systems with heterocyclic moieties separated by aryl-substituted C-spacer. The product structure has been confirmed by X-ray diffraction data

ACS Style

Michail N. Elinson; Anatoly N. Vereshchagin; Yuliya E. Ryzhkova; Stepan K. Krymov; Natalia A. Leonova; Alexander S. Goloveshkin; Mikhail P. Egorov. Electrocatalytic one-pot multicomponent assembly of aldehydes, 2,4-dihydro-3H-pyrazol-3-ones and kojic acid. Mendeleev Communications 2020, 30, 223 -225.

AMA Style

Michail N. Elinson, Anatoly N. Vereshchagin, Yuliya E. Ryzhkova, Stepan K. Krymov, Natalia A. Leonova, Alexander S. Goloveshkin, Mikhail P. Egorov. Electrocatalytic one-pot multicomponent assembly of aldehydes, 2,4-dihydro-3H-pyrazol-3-ones and kojic acid. Mendeleev Communications. 2020; 30 (2):223-225.

Chicago/Turabian Style

Michail N. Elinson; Anatoly N. Vereshchagin; Yuliya E. Ryzhkova; Stepan K. Krymov; Natalia A. Leonova; Alexander S. Goloveshkin; Mikhail P. Egorov. 2020. "Electrocatalytic one-pot multicomponent assembly of aldehydes, 2,4-dihydro-3H-pyrazol-3-ones and kojic acid." Mendeleev Communications 30, no. 2: 223-225.

Journal article
Published: 01 January 2020 in Mendeleev Communications
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Heating aldehydes, N,N’-dimethylbarbituric acid and cyclohexane-1,3-diones in water results in fast formation of Knoevenagel–Michael adducts in 82–98% yields. This multicomponent process opens facile, efficient and environmentally benign way to the new functionalized [(2-hydroxy-6-oxocyclohex-1-en-1-yl)(aryl)methyl]pyrimidine-2,4(1H,3H)-diones bearing both barbituric acid and cyclohexane-1,3-dionemoieties separated by arylmethylene spacer, which are promising compounds for biomedical applications including analeptics, anti-AIDS and anticancer remedies.

ACS Style

Michail N. Elinson; Anatoly N. Vereshchagin; Yuliya E. Anisina; Natalia A. Leonova; Mikhail P. Egorov. On water noncatalytic tandem Knoevenagel–Michael reaction of aldehydes, N,N’-dimethylbarbituric acid and cyclohexane-1,3-diones. Mendeleev Communications 2020, 30, 15 -17.

AMA Style

Michail N. Elinson, Anatoly N. Vereshchagin, Yuliya E. Anisina, Natalia A. Leonova, Mikhail P. Egorov. On water noncatalytic tandem Knoevenagel–Michael reaction of aldehydes, N,N’-dimethylbarbituric acid and cyclohexane-1,3-diones. Mendeleev Communications. 2020; 30 (1):15-17.

Chicago/Turabian Style

Michail N. Elinson; Anatoly N. Vereshchagin; Yuliya E. Anisina; Natalia A. Leonova; Mikhail P. Egorov. 2020. "On water noncatalytic tandem Knoevenagel–Michael reaction of aldehydes, N,N’-dimethylbarbituric acid and cyclohexane-1,3-diones." Mendeleev Communications 30, no. 1: 15-17.

Journal article
Published: 01 September 2019 in Mendeleev Communications
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A multicomponent one-pot environmentally benign transformation of salicylaldehydes, kojic acid and malononitrile or its derivativies, catalyzed by sodium acetate, in a small amount of ethanol results in efficient formation of new substituted 2-amino-4-[3-hydroxy-6-(hydroxymethyl)-4-oxo-4H-pyran-2-yl]-4H-chromene-3-carbonitriles or -3-carboxylates in 75–96% yields.

ACS Style

Michail N. Elinson; Anatoly N. Vereshchagin; Yuliya E. Anisina; Stepan K. Krymov; Artem N. Fakhrutdinov; Mikhail P. Egorov. Multicomponent assembling of salicylaldehydes, kojic acid and malonic acid derivatives. Mendeleev Communications 2019, 29, 581 -583.

AMA Style

Michail N. Elinson, Anatoly N. Vereshchagin, Yuliya E. Anisina, Stepan K. Krymov, Artem N. Fakhrutdinov, Mikhail P. Egorov. Multicomponent assembling of salicylaldehydes, kojic acid and malonic acid derivatives. Mendeleev Communications. 2019; 29 (5):581-583.

Chicago/Turabian Style

Michail N. Elinson; Anatoly N. Vereshchagin; Yuliya E. Anisina; Stepan K. Krymov; Artem N. Fakhrutdinov; Mikhail P. Egorov. 2019. "Multicomponent assembling of salicylaldehydes, kojic acid and malonic acid derivatives." Mendeleev Communications 29, no. 5: 581-583.

Original article
Published: 08 June 2019 in Molecular Diversity
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The new multicomponent reaction (MCR) has been found: one-pot selective and efficient formation of the new 5-(4-hydroxy-2-oxo-1,2-dihydropyridin-3-yl)-substituted 5H-chromeno[2,3-b]pyridines in 61–97% yields directly from simple and easily available salicylaldehydes, malononitrile dimer and 4-hydroxypyridine-2(1H)-ones in small amount of pyridine–ethanol catalyst/solvent system. This complex “domino” transformation includes Knoevenagel condensation of salicylaldehyde with malononitrile dimer, Michael addition of 4-hydroxypyridine-2(1H)-one, double Pinner-type reaction cyclization and isomerization with following protonation. This facile multicomponent process opens a new way to 5-(4-hydroxy-2-oxo-1,2-dihydropyridin-3-yl)-substituted 5H-chromeno[2,3-b]pyridine systems, which are promising compounds for the treatment for human inflammatory TNFα-mediated diseases and different biomedical applications.

ACS Style

Michail N. Elinson; Anatoly N. Vereshchagin; Yuliya E. Anisina; Stepan K. Krymov; Artem N. Fakhrutdinov; Alexander S. Goloveshkin; Mikhail P. Egorov. Pot, atom and step economic (PASE) assembly of salicylaldehydes, malononitrile dimer and 4-hydroxypyridine-2(1H)-ones into medicinally relevant 5H-chromeno[2,3-b]pyridine scaffold. Molecular Diversity 2019, 24, 617 -626.

AMA Style

Michail N. Elinson, Anatoly N. Vereshchagin, Yuliya E. Anisina, Stepan K. Krymov, Artem N. Fakhrutdinov, Alexander S. Goloveshkin, Mikhail P. Egorov. Pot, atom and step economic (PASE) assembly of salicylaldehydes, malononitrile dimer and 4-hydroxypyridine-2(1H)-ones into medicinally relevant 5H-chromeno[2,3-b]pyridine scaffold. Molecular Diversity. 2019; 24 (3):617-626.

Chicago/Turabian Style

Michail N. Elinson; Anatoly N. Vereshchagin; Yuliya E. Anisina; Stepan K. Krymov; Artem N. Fakhrutdinov; Alexander S. Goloveshkin; Mikhail P. Egorov. 2019. "Pot, atom and step economic (PASE) assembly of salicylaldehydes, malononitrile dimer and 4-hydroxypyridine-2(1H)-ones into medicinally relevant 5H-chromeno[2,3-b]pyridine scaffold." Molecular Diversity 24, no. 3: 617-626.

Original paper
Published: 13 May 2019 in Monatshefte für Chemie - Chemical Monthly
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The new multicomponent reaction was found: the pyridine-catalyzed transformation of salicylaldehydes, 2-aminoprop-1-ene-1,1,3-tricarbonitrile, and 4-hydroxy-6-methyl-2H-pyran-2-one in small amount of pyridine–ethanol solvent system results in selective and efficient formation of the earlier unknown substituted 2,4-diamino-5-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-5H-chromeno[2,3-b]pyridine-3-carbonitriles in 45–85% yields. This new multicomponent process provides facile and efficient way to the new type of functionalized 5-C-substituted chromeno[2,3-b]pyridine scaffold, containing 4-hydroxy-6-methyl-2H-pyran-2-one fragment, which are promising compounds for different biomedical applications.

ACS Style

Michail N. Elinson; Anatoly N. Vereshchagin; Yuliya E. Anisina; Stepan K. Krymov; Artem N. Fakhrutdinov; Mikhail P. Egorov. Selective multicomponent ‘one-pot’ approach to the new 5-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)chromeno[2,3-b]pyridine scaffold in pyridine–ethanol catalyst/solvent system. Monatshefte für Chemie - Chemical Monthly 2019, 150, 1073 -1078.

AMA Style

Michail N. Elinson, Anatoly N. Vereshchagin, Yuliya E. Anisina, Stepan K. Krymov, Artem N. Fakhrutdinov, Mikhail P. Egorov. Selective multicomponent ‘one-pot’ approach to the new 5-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)chromeno[2,3-b]pyridine scaffold in pyridine–ethanol catalyst/solvent system. Monatshefte für Chemie - Chemical Monthly. 2019; 150 (6):1073-1078.

Chicago/Turabian Style

Michail N. Elinson; Anatoly N. Vereshchagin; Yuliya E. Anisina; Stepan K. Krymov; Artem N. Fakhrutdinov; Mikhail P. Egorov. 2019. "Selective multicomponent ‘one-pot’ approach to the new 5-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)chromeno[2,3-b]pyridine scaffold in pyridine–ethanol catalyst/solvent system." Monatshefte für Chemie - Chemical Monthly 150, no. 6: 1073-1078.

Full paper
Published: 02 April 2019 in European Journal of Organic Chemistry
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The new multicomponent reaction was found: one‐pot transformation of salicylaldehydes, 2‐aminoprop‐1‐ene‐1,1,3‐tricarbonitrile (malononitrile dimer) and trialkyl phosphites results in the efficient formation of (2,4‐diamino‐3‐cyano‐5H‐chromeno[2,3‐b]pyridin‐5‐yl)phosphonates. The scope of this one‐pot reaction was investigated. The procedure of substituted phosphonates isolation is very easy. Optimized reaction conditions and a mechanistic rationale for the complex multicomponent transformation are presented. This facile PASE approach offers a powerful tool for the selective formation of new type of functionalized 5‐P‐substituted 2,4‐diamino‐5H‐chromeno[2,3‐b]pyridine scaffolds, containing phosphonate fragment, which are promising compounds for different biomedical applications, among them in the treatment of human inflammatory diseases, and in cancer therapy.

ACS Style

Michail Nikolaevich Elinson; Anatoly N. Vereshchagin; Yuliya E. Anisina; Artem N. Fakhrutdinov; Alexander S. Goloveshkin; Mikhail P. Egorov. Pot-, Atom- and Step-Economic (PASE) Multicomponent Approach to the 5-(Dialkylphosphonate)-Substituted 2,4-Diamino-5H -chromeno[2,3-b ]pyridine Scaffold. European Journal of Organic Chemistry 2019, 2019, 4171 -4178.

AMA Style

Michail Nikolaevich Elinson, Anatoly N. Vereshchagin, Yuliya E. Anisina, Artem N. Fakhrutdinov, Alexander S. Goloveshkin, Mikhail P. Egorov. Pot-, Atom- and Step-Economic (PASE) Multicomponent Approach to the 5-(Dialkylphosphonate)-Substituted 2,4-Diamino-5H -chromeno[2,3-b ]pyridine Scaffold. European Journal of Organic Chemistry. 2019; 2019 (26):4171-4178.

Chicago/Turabian Style

Michail Nikolaevich Elinson; Anatoly N. Vereshchagin; Yuliya E. Anisina; Artem N. Fakhrutdinov; Alexander S. Goloveshkin; Mikhail P. Egorov. 2019. "Pot-, Atom- and Step-Economic (PASE) Multicomponent Approach to the 5-(Dialkylphosphonate)-Substituted 2,4-Diamino-5H -chromeno[2,3-b ]pyridine Scaffold." European Journal of Organic Chemistry 2019, no. 26: 4171-4178.

Original paper
Published: 04 September 2018 in Monatshefte für Chemie - Chemical Monthly
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An effective and facile multicomponent method for the synthesis of polysubstituted piperidines is described. The Michael–Mannich type cascade of benzylidenemalononitriles with aromatic aldehydes and ammonium acetate or aqueous ammonia provides convenient access to the stereoselective synthesis of 3,3,5,5-tetracyano-2,4,6-triarylpiperidines in good to excellent yields in one-pot manner. Ammonium acetate or aqueous ammonia plays a role both as a catalyst and as a nitrogen source. It is established that the reaction proceeds via sequence of equilibriums and a competitive mechanisms are implemented.

ACS Style

Anatoly N. Vereshchagin; Kirill A. Karpenko; Michail N. Elinson; Sergey V. Gorbunov; Alexandra Gordeeva; Pavel I. Proshin; Alexander S. Goloveshkin; Mikhail P. Egorov. Stereoselective one-pot synthesis of polycyanosubstituted piperidines. Monatshefte für Chemie - Chemical Monthly 2018, 149, 1979 -1989.

AMA Style

Anatoly N. Vereshchagin, Kirill A. Karpenko, Michail N. Elinson, Sergey V. Gorbunov, Alexandra Gordeeva, Pavel I. Proshin, Alexander S. Goloveshkin, Mikhail P. Egorov. Stereoselective one-pot synthesis of polycyanosubstituted piperidines. Monatshefte für Chemie - Chemical Monthly. 2018; 149 (11):1979-1989.

Chicago/Turabian Style

Anatoly N. Vereshchagin; Kirill A. Karpenko; Michail N. Elinson; Sergey V. Gorbunov; Alexandra Gordeeva; Pavel I. Proshin; Alexander S. Goloveshkin; Mikhail P. Egorov. 2018. "Stereoselective one-pot synthesis of polycyanosubstituted piperidines." Monatshefte für Chemie - Chemical Monthly 149, no. 11: 1979-1989.

Article
Published: 01 September 2018 in Bulletin of the Academy of Sciences of the USSR Division of Chemical Science
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A new multicomponent reaction, namely, a one-pot transformation of salicylaldehydes, 2-aminoprop-1-ene-1,1,3-tricarbonitrile, and 2-pyrazolin-5-ones in the presence of triethylamine as the catalyst in a minimum amount of propanol leads to the previously unknown substituted 2,4-diamino-5-(5-hydroxy-3-methyl-1H-pyrazol-4-yl)-5H-chromeno [2,3-b]- pyridine-3-carbonitriles in 63–98% yields. This reaction provides a facile and efficient route to a new type of functionalized 5-C-substituted 2,4-diamino-5H-chromeno[2,3-b]pyridine systems containing the 2-pyrazolin-5-one moiety. These reaction products are promising compounds for different biomedical applications.

ACS Style

M. N. Elinson; A. N. Vereshchagin; Y. E. Anisina; A. S. Goloveshkin; I. E. Ushakov; M. P. Egorov. Multicomponent transformation of salicylaldehydes, 2-aminoprop-1-ene-1,1,3-tricarbonitrile, and pyrazolin-5-ones into substituted 2,4-diamino-5-(5-hydroxy-3-methyl-1H-pyrazol-4-yl)-5H-chromeno[2,3-b]pyridine-3-carbonitriles. Bulletin of the Academy of Sciences of the USSR Division of Chemical Science 2018, 67, 1695 -1703.

AMA Style

M. N. Elinson, A. N. Vereshchagin, Y. E. Anisina, A. S. Goloveshkin, I. E. Ushakov, M. P. Egorov. Multicomponent transformation of salicylaldehydes, 2-aminoprop-1-ene-1,1,3-tricarbonitrile, and pyrazolin-5-ones into substituted 2,4-diamino-5-(5-hydroxy-3-methyl-1H-pyrazol-4-yl)-5H-chromeno[2,3-b]pyridine-3-carbonitriles. Bulletin of the Academy of Sciences of the USSR Division of Chemical Science. 2018; 67 (9):1695-1703.

Chicago/Turabian Style

M. N. Elinson; A. N. Vereshchagin; Y. E. Anisina; A. S. Goloveshkin; I. E. Ushakov; M. P. Egorov. 2018. "Multicomponent transformation of salicylaldehydes, 2-aminoprop-1-ene-1,1,3-tricarbonitrile, and pyrazolin-5-ones into substituted 2,4-diamino-5-(5-hydroxy-3-methyl-1H-pyrazol-4-yl)-5H-chromeno[2,3-b]pyridine-3-carbonitriles." Bulletin of the Academy of Sciences of the USSR Division of Chemical Science 67, no. 9: 1695-1703.

Journal article
Published: 13 July 2018 in Arkivoc
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Michail N. Elinson; Anatoly N. Vereshchagin; Fedor Ryzhkov; Yuliya E. Anisina. ‘Solvent-free’ and ‘on-solvent’ multicomponent reaction of isatins, malononitrile, and bicyclic CH-acids: fast and efficient way to medicinal privileged spirooxindole scaffold. Arkivoc 2018, 2018, 276 -285.

AMA Style

Michail N. Elinson, Anatoly N. Vereshchagin, Fedor Ryzhkov, Yuliya E. Anisina. ‘Solvent-free’ and ‘on-solvent’ multicomponent reaction of isatins, malononitrile, and bicyclic CH-acids: fast and efficient way to medicinal privileged spirooxindole scaffold. Arkivoc. 2018; 2018 (4):276-285.

Chicago/Turabian Style

Michail N. Elinson; Anatoly N. Vereshchagin; Fedor Ryzhkov; Yuliya E. Anisina. 2018. "‘Solvent-free’ and ‘on-solvent’ multicomponent reaction of isatins, malononitrile, and bicyclic CH-acids: fast and efficient way to medicinal privileged spirooxindole scaffold." Arkivoc 2018, no. 4: 276-285.