This article is cited in 18 scientific papers (total in 18 papers)
Communications
‘On-solvent’ new domino reaction of salicylaldehyde, malononitrile and 4-hydroxy-6-methylpyridin-2(1H)-one: fast and efficient approach to medicinally relevant 4-pyridinyl-2-amino-4H-chromene scaffold
Abstract:
Sodium acetate catalyzed assembling of salicylaldehydes, malononitrile and 4-hydroxy-6-methylpyridin-2(1H)-one in small amount of ethanol gives rapidly (5 min) substituted 4-pyridinyl-2-amino-4H-chromenes in 82–99% yields. This novel domino reaction opens the fast, facile, and flexible way to the new type of functionalized 2-amino-4H-chromene scaffold containing uracil-like moiety, which are relevant compounds for diverse biomedical applications.
Citation:
M. N. Elinson, F. V. Ryzhkov, A. N. Vereshchagin, A. D. Korshunov, R. A. Novikov, M. P. Egorov, “‘On-solvent’ new domino reaction of salicylaldehyde, malononitrile and 4-hydroxy-6-methylpyridin-2(1H)-one: fast and efficient approach to medicinally relevant 4-pyridinyl-2-amino-4H-chromene scaffold”, Mendeleev Commun., 27:6 (2017), 559–561
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This publication is cited in the following 18 articles:
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Fedor V. Ryzhkov, Michail N. Elinson, Yuliya E. Ryzhkova, Anatoly N. Vereshchagin, Alexander S. Goloveshkin, Mikhail P. Egorov, “Stereoselective domino assembling of five molecules: one-pot approach to (2 ′ R * ,3S * ,4 ′ R * )-2 ′ ,4 ′ -diaryl-1 ′ ,4 ′ -dihydro-2 ′ H-spiro[indoline-3,3 ′ -pyridines]”, Comptes Rendus. Chimie, 23:2 (2020), 159
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Nhlanhla Gracious Shabalala, Nagaraju Kerru, Suresh Maddila, Werner E. van Zyl, Sreekantha B. Jonnalagadda, “Catalyst-free synthesis of novel isopropyl 2-amino-7,7-dimethyl-4-(aryl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate derivatives in aqueous ethanol under ultrasound irradiation”, Chemical Data Collections, 26 (2020), 100365
Alexey A. Festa, Olga A. Storozhenko, Nikita E. Golantsov, Karthikeyan Subramani, Roman A. Novikov, Snezhana O. Zaitseva, Mikhail S. Baranov, Alexey V. Varlamov, Leonid G. Voskressensky, “Homophtalonitrile for Multicomponent Reactions: Syntheses and Optical Properties of o‐Cyanophenyl‐ or Indol‐3‐yl‐Substituted Chromeno[2,3‐c]isoquinolin‐5‐Amines”, ChemistryOpen, 8:1 (2019), 23
Michail N. 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”, Eur J Org Chem, 2019:26 (2019), 4171
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”, Monatsh Chem, 150:6 (2019), 1073
Dmitry G. Kim, Elena V. Kalita, Vladimir V. Sharutin, Irina G. Ovchinnikova, Marina A. Ezhikova, Mikhail I. Kodess, Pavel A. Slepukhin, Anna V. Vasilenko, “Synthesis and halocyclization of 3-cyano-4,6-dimethyl-2-pyridone allyl derivatives”, Chem Heterocycl Comp, 55:6 (2019), 566
I. G. Mamedov, V. N. Khrustalev, P. V. Dorovatovskii, F. N. Naghiev, A. M. Maharramov, “Efficient synthesis of new tricyclic pyrano[3,2-c]pyridine derivatives”, Mendeleev Commun., 29:2 (2019), 232–233
M. N. Elinson, A. N. Vereshchagin, Yu. E. Anisina, S. K. Krymov, A. N. Fakhrutdinov, M. P. Egorov, “Multicomponent assembling of salicylaldehydes, kojic acid and malonic acid derivatives”, Mendeleev Commun., 29:5 (2019), 581–583
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”, Russ Chem Bull, 67:9 (2018), 1695
Michail N. Elinson, Anatoly N. Vereshchagin, Yuliya E. Anisina, Artem N. Fakhrutdinov, Alexander S. Goloveshkin, Mikhail P. Egorov, “A facile and efficient multicomponent approach to 5-[5-hydroxy- 3-(trifluoromethyl)-1H-pyrazol-4-yl]-5H-chromeno[2,3-b]pyridines”, Journal of Fluorine Chemistry, 213 (2018), 31
A. N. Vereshchagin, K. A. Karpenko, M. N. Elinson, S. V. Gorbunov, Yu. E. Anisina, M. P. Egorov, “Stereoselective multicomponent synthesis of (2RS,6SR)-2,6-diaryl-3,3,5,5-tetracyanopiperidines”, Russ Chem Bull, 67:8 (2018), 1534
A. N. Vereshchagin, K. A. Karpenko, T. M. Iliyasov, M. N. Elinson, E. O. Dorofeeva, A. N. Fakhrutdinov, M. P. Egorov, “Diastereoselective multicomponent synthesis of (4RS,6SR)-4,6-diaryl-5,5-dicyano-2-methyl-1,4,5,6-tetrahydropyridine-3-carboxylates”, Russ Chem Bull, 67:11 (2018), 2049
A. N. Vereshchagin, K. A. Karpenko, M. N. Elinson, E. O. Dorofeeva, A. S. Goloveshkin, M. P. Egorov, “Pseudo six-component stereoselective synthesis of 2,4,6-triaryl-3,3,5,5-tetracyanopiperidines”, Mendeleev Commun., 28:4 (2018), 384–386
M. N. Elinson, A. N. Vereshchagin, Yu. E. Anisina, A. S. Goloveshkin, I. E. Ushakov, M. P. Egorov, “PASE facile and efficient multicomponent approach to the new type of 5-C-substituted 2,4-diamino-5H-chromeno[2,3-b]pyridine scaffold”, Mendeleev Commun., 28:4 (2018), 372–374