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Journal articles on the topic '3-pyrrolin-2-one derivatives'

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Published: 24 April 2022

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1

Kocharyan, S. T., N. P. Churkina, T. L. Razina, et al. "New method for synthesis of 3-pyrrolin-2-one derivatives." Chemistry of Heterocyclic Compounds 30, no. 10 (1994): 1165–69. http://dx.doi.org/10.1007/bf01184878.

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2

Moshtaghi Zonouz, Adeleh, Issa Eskandari, and Behrooz Notash. "Efficient Synthesis of 3-Pyrrolin-2-one Derivatives in Aqueous Media." Synthetic Communications 45, no. 18 (2015): 2115–21. http://dx.doi.org/10.1080/00397911.2015.1065506.

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3

Gerasimova, Daria, Robert R. Fayzullin, Alina Saifina, Irina Vandyukova, Almira Kurbangalieva, and Olga Lodochnikova. "Unexpected polymorphic behaviour of four racemic 3-pyrrolin-2-one derivatives." Acta Crystallographica Section A Foundations and Advances 75, a2 (2019): e463-e463. http://dx.doi.org/10.1107/s2053273319090934.

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4

Tedjar, Farouk, Salah Ymmel, Miroslav Janda, Petr Duchek, Petr Holý, and Ivan Stibor. "Electrochemical oxidation of pyrrole derivatives in alcoholic medium." Collection of Czechoslovak Chemical Communications 54, no. 5 (1989): 1299–305. http://dx.doi.org/10.1135/cccc19891299.

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Electrochemical oxidation of pyrrole (I), 1-methylpyrrole (II), 1,2,5-trimethylpyrrole (III), methyl 1-methyl-2-pyrrolecarboxylate (IV) and diethyl 3,5-dimethyl-2,4-pyrroledicarboxylate (V) has been studied. An advantageous method of preparation of polypyrroles (PP) and conductive PVC-PP composites has been elaborated, permitting a 20 fold starting concentration of the monomer. Electrooxidation of II in methanol leads either to 5,5-dimethoxy-1-methyl-3-pyrrolin-2-one (VII) or 1-methyl-2,2,5,5-tetramethoxy-3-pyrroline (VI), their ratio depending on water content in the alcohol used. Oxidation of IV affords the analogous 5-carbomethoxy-5-methoxy-1-methyl-3-pyrrolin-2-one (X), oxidation of III and V leads to products of substitution at the methyl groups.
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5

KURITA, JYOJI, KAZUKO TAKAYAMA, and TAKASHI TSUCHIYA. "Photolysis of pyridazin-3-one 1-imides: Ring contraction into 3-pyrrolin-2-one derivatives." CHEMICAL & PHARMACEUTICAL BULLETIN 33, no. 8 (1985): 3540–44. http://dx.doi.org/10.1248/cpb.33.3540.

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6

Rubtsova, Daria D., Alexandra A. Bobyleva, Daria D. Lezhnina, Sofia V. Polikarpova, Polina A. Rozhkova, and Vladimir L. Gein. "Synthesis of 5-aryl-3-hydroxy-1-(2-hydroxypropyl)-4-(furyl-2-carbonyl)- 3-pyrrolin-2-ones and 5-aryl-3-hydroxy-1-(3-hydroxypropyl)- 4-(furyl-2-carbonyl)-3-pyrrolin-2-ones." Butlerov Communications 63, no. 9 (2020): 26–30. http://dx.doi.org/10.37952/roi-jbc-01/20-63-9-26.

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In this work, pyrrolidin-2-ones and their derivatives are considered as a promising class of non-aromatic heterocyclic compounds. Their structure is found in the nuclei of many natural products and biologically active molecules. In pharmacy the possibility of introducing various substituents into the nucleus of pyrrolidin-2-ones is a great importance for the synthesis of new medicinal molecules with improved biological activity. Nowadays the synthesis of new active compounds by introducing various substituents at the C1-, C4- and C5-position of 3-hydroxy-3-pyrrolin-2-one has been little studied and it is of great interest to study the conditions of their synthesis, chemical properties and biological activity. In this research work the corresponding 5-aryl-3-hydroxy-1-(2-hydroxypropyl)-4-(furyl-2-carbonyl)-3-pyrrolin-2-ones and 5-aryl-3-hydroxy-1-(3-hydroxypropyl)-4-(furyl-2-carbonyl)-3-pyrrolin-2-ones were synthesized by the reaction of methyl ester of furyl-2-carbonylpyruvic acid with a mixture of aromatic aldehyde and 1-amino-2-hydroxypropane or 3-amino 1-hydroxypropane when heated in dioxane. The results of the study of the structure of the new synthesized compounds are presented. The structure was proved using 1H NMR spectroscopy and IR spectrometry. It was shown that the IR spectra of the compounds contain bands of the corresponding stretching vibrations of the alcoholic hydroxyl group, enol hydroxyl, amide and ketone groups. In the 1H NMR spectra of the compounds, along with the signals of aromatic protons in the C5 substituent and related groups, characteristic peaks are observed, indicating the formation of the corresponding derivatives of 3-hydroxy-3-pyrrolin-2-ones. It was noted that in the case of the synthesis of 5-aryl-3-hydroxy-1-(2-hydroxypropyl)-4-(furyl-2-carbonyl)-3-pyrrolin-2-ones, the signal of the methine proton at the C5 position of the heterocycle is cleaved in 1H NMR spectra compounds as a result of the appearance of a second chiral center in the 2-hydroxypropyl radical. Elemental analysis was performed for the synthesized compounds.
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7

IKEGUCHI, Masahiko, Masahiko SAWAKI, Hiroshi YOSHII, Kazuyuki MAEDA, and Yasuo MORISHIMA. "Synthesis and Herbicidal Activity of 1-Arylalkyl-3-pyrrolin-2-one Derivatives." Journal of Pesticide Science 25, no. 2 (2000): 107–16. http://dx.doi.org/10.1584/jpestics.25.107.

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8

Moshtaghi Zonouz, Adeleh, Issa Eskandari, and Behrooz Notash. "ChemInform Abstract: Efficient Synthesis of 3-Pyrrolin-2-one Derivatives in Aqueous Media." ChemInform 46, no. 52 (2015): no. http://dx.doi.org/10.1002/chin.201552102.

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9

KOCHARYAN, S. T., N. P. CHURKINA, T. L. RAZINA, et al. "ChemInform Abstract: A New Method for the Synthesis of 3-Pyrrolin-2-one Derivatives." ChemInform 26, no. 28 (2010): no. http://dx.doi.org/10.1002/chin.199528111.

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10

Ribó, Josep M., and Asunción Vallés. "MNDO and MINDO/3 study of the reactivity of 3-pyrrolin-2-one tautomers and derivatives." Journal of Heterocyclic Chemistry 24, no. 2 (1987): 457–64. http://dx.doi.org/10.1002/jhet.5570240229.

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11

Ahankar, Hamideh, Ali Ramazani, Katarzyna Ślepokura, Tadeusz Lis, and Sang Woo Joo. "Synthesis of pyrrolidinone derivatives from aniline, an aldehyde and diethyl acetylenedicarboxylate in an ethanolic citric acid solution under ultrasound irradiation." Green Chemistry 18, no. 12 (2016): 3582–93. http://dx.doi.org/10.1039/c6gc00157b.

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12

Hsu, Ming-Tsung, Yi-Hung Liu, and Shiuh-Tzung Liu. "Synthesis of 2-Benzylidene-3-Pyrrolines and Their Synthetic Transformation." Reactions 1, no. 2 (2020): 47–53. http://dx.doi.org/10.3390/reactions1020005.

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A series of benzylidene-3-pyrrolines were prepared from chalcone derivatives, arylacetylene and sulfonamide via a three-step sequence without the isolation of intermediates. Typically, the reaction of 1,3-di-p-tolylprop-2-en-1-one with lithium phenylacetylide was followed by substitution with tosylamide and then silver-catalyzed 5-exo-dig cyclization to give N-tosyl-2-benzylidene-3,5-di-p-tolyl-2,5-dihydro-1H-pyrrole with a 86% yield. Furthermore, transformation to the corresponding substituted 3-pyrrolin-2-one and pyrrole by m-chloroperbenzoic acid (mcpba)-oxidation and acid-catalyzed aromatization, respectively, was investigated.
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13

Tomilov, Yu V., G. P. Okonnishnikova, E. V. Shulishov, and V. A. Korolev. "Formation of 3-pyrrolin-2-one or imidazolidine derivatives by slow dimerization of N-substituted aziridine-2-carboxylates." Russian Chemical Bulletin 54, no. 4 (2005): 1052–56. http://dx.doi.org/10.1007/s11172-005-0358-5.

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14

Fariña, Francisco, M. Dolores Jim始ez, Raquel Ortega, and Amelia Tito. "Pseudoesters and Derivatives. XXVIII. The Reaction of 5-Methoxy-3-pyrrolin-2-one and Its 3-Bromo Derivative with Nitrogen and Sulphur Nucleophiles." HETEROCYCLES 27, no. 1 (1988): 173. http://dx.doi.org/10.3987/com-87-4328.

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15

Esmaeilzadeh, Seyran, and Davood Setamdideh. "Synthesis and characterization of Fe3O4/PEG-400/oxalic acid magnetic nanoparticles as a heterogeneous catalyst for the synthesis of pyrrolin-2-ones derivatives." Journal of the Serbian Chemical Society, no. 00 (2021): 59. http://dx.doi.org/10.2298/jsc210521059e.

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In this study, oxalic acid has been successfully loaded on Fe3O4/PEG-400 under ultrasonic irradiation and Fe3O4/PEG/oxalic acid as a new nanomagnetic catalyst has been synthesized. The chemical structure of the catalyst has been investigated by FT-IR spectrum, XRD, EDX and SEM methods. The catalyst has been used for the synthesis of 3-acyl-5-hydroxy-3-pyrrolin-2-one derivatives from the corresponding aldehydes, anilines and dimethyl acetylenedicarboxylate (DMAD) by one-pot and three-component the MCR reaction in the excellent yields (90-95 %) of products within 24 hours at room temperature. The fourteen samples are available. The recovered catalyst could be satisfactorily used for the second and third run without regeneration. This method has green and eco-friendly profile. Also, this research introduces an improvement mechanism for the types of this reaction. The chemical structures of new compounds have been characterized by FT-IR, 1H-NMR, 13C-NMR, and Mass spectra.
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16

Ryabova, S. Yu, Yu I. Trofimkin, L. M. Alekseeva, L. S. Khabarova, and V. G. Granik. "Lactam and acid amide acetals. 64. Acylation of enamino ketones of the indolin-3-one and 2-pyrrolin-4-one series and synthesis of 2-indolyl- and 5-pyrrolylacrylic acid derivatives." Chemistry of Heterocyclic Compounds 27, no. 3 (1991): 278–83. http://dx.doi.org/10.1007/bf00474229.

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17

KURITA, J., K. TAKAYAMA, and T. TSUCHIYA. "ChemInform Abstract: Photolysis of Pyridazin-3-one 1-Imides: Ring Contraction into 3-Pyrrolin-2-one Derivatives." Chemischer Informationsdienst 17, no. 6 (1986). http://dx.doi.org/10.1002/chin.198606078.

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18

Shahnaei, Roya, and Hassan Kabirifard. "Acidic Pyridinium Inner Salt as a New, Effective and Reusable Catalyst for the One-Pot Three-Component Synthesis of N-substituted 5-aryl-4-benzoyl-3-hydroxy-3-pyrrolin-2-ones in Aqueous Media." Current Organocatalysis 08 (February 24, 2021). http://dx.doi.org/10.2174/2213337208666210224124202.

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Background: The present method is facile and effective for the synthesis of N-substituted 5-aryl-4-benzoyl-3-hydroxy-3-pyrrolin-2-one derivatives which are obtained by one-pot three-component condensation reactions of aromatic aldehydes, primary amines and ethyl benzoylpyruvate in the presence of a novel homogeneous catalyst including acidic pyridinium inner salt (PIS) at 50°C in ethanol and water mixture as solvent. Methods: 5-Aryl-4-benzoyl-3-hydroxy-3-pyrrolin-2-ones were synthesized through a one-pot three-component tandem formation of Schiff base cyclocondensation reaction of aromatic aldehydes, primary amines and ethyl benzoylpyruvate in the presence of 10 mol% of acidic pyridinium inner salt as a catalyst under aqueous ethanol medium at 50°C. All obtained structures were confirmed by their elemental analysis data and IR, 1H NMR and 13C NMR spectroscopy. Results: Three-component synthesis of 5-aryl-4-benzoyl-3-hydroxy-3-pyrrolin-2-ones catalyzed by acidic pyridinium inner salt with aromatic aldehydes, primary amines and ethyl benzoylpyruvate in aqueous ethanol medium at 50°C was prepared. The achieved derivatives (eight entries) were well synthesized in excellent yields. Conclusion: We found acidic pyridinium inner salt as a proper catalyst for this method. Catalyst Novelty is excellent catalytic activity, easy separation of the reaction mixture by washing with cold water and reusability of the catalyst for six consecutive periods without disrupting the activity of this catalyst system.
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19

RIBO, J. M., and A. VALLES. "ChemInform Abstract: MNDO and MINDO/3 Study of the Reactivity of 3-Pyrrolin-2-one Tautomers and Derivatives." ChemInform 18, no. 46 (1987). http://dx.doi.org/10.1002/chin.198746044.

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20

Tomilov, Yu V., G. P. Okonnishnikova, E. V. Shulishov, and V. A. Korolev. "Formation of 3-Pyrrolin-2-one or Imidazolidine Derivatives by Slow Dimerization of N-Substituted Aziridine-2-carboxylates." ChemInform 37, no. 18 (2006). http://dx.doi.org/10.1002/chin.200618112.

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21

Gehman, Zoë M., W. Scott Kassel, and Nicholas A. Piro. "1:1 Co-crystal of 3-ethyl-4-methyl-3-pyrrolin-2-one and 3-ethyl-4-methyl-3-pyrroline-2,5-dione." IUCrData 4, no. 9 (2019). http://dx.doi.org/10.1107/s2414314619012094.

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Crystallization from a 20-year-old commercial source of 3-ethyl-4-methyl-3-pyrrolin-2-one afforded 1:1 co-crystals of this compound (C7H11NO) with its oxidized derivative, 3-ethyl-4-methyl-3-pyrroline-2,5-dione (C7H9NO2). The compound crystallizes in the space group P\overline{1}, with two molecules of each species in the asymmetric unit. These four molecules form a hydrogen-bonded tetramer with a dimer of 3-ethyl-4-methyl-3-pyrrolin-2-one as the core flanked by one molecule of the dione on each side.
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