Synthesis and antibacterial activity of 1-alkoxyalkyl-5-aryl-4-acyl-3-hydroxy-3-pyrrolin-2-ones

Гейн, В. Л.; Mihalev, V. A.; Kasimova, N. N.; Воронина, Э. В.; Вахрин, М. И.; Бабушкина, Е. Б.

doi:10.1007/s11094-007-0047-9

Cited by 31 publications

(18 citation statements)

References 2 publications

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“…Data collection, cell refinement, data reduction and analysis were done with CrysAlisCCD and CrysAlisRED, respectively. 53 The structure was solved by direct methods with the SHELXS97 program, 54 and refined by a full-matrix least-squares technique with SHELXL2014 55 and anisotropic thermal parameters for all non-H atoms. H atoms were found in difference Fourier maps.…”

Section: X-ray Crystallographymentioning

confidence: 99%

Tetramethylguanidine-functionalized silica-coated iron oxide magnetic nanoparticles catalyzed one-pot three-component synthesis of furanone derivatives

et al. 2018

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Tetramethylguanidine-functionalized silica-coated iron oxide magnetic nanoparticles as a productive and reusable catalyst have been applied for the one-pot three-component synthesis of furanone derivatives (4a-o). In addition to the characterization of all products by FT-IR, 1 HNMR and 13 CNMR spectroscopy, single-crystal X-ray analysis of ethyl 5-oxo-2-phenyl-4-(phenylamino)-2,5-dihydrofuran-3carboxylate product has been made. Easy recrystallization and good-to-excellent yields (81-92%) of furanone derivatives are notable characteristics of this procedure. The catalyst identification was performed using FT-IR, XRD, SEM, TEM and TGA techniques. It is worth noting that the nanocatalyst can be recycled with an external magnet and reused for several times.

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Section: X-ray Crystallographymentioning

confidence: 99%

Tetramethylguanidine-functionalized silica-coated iron oxide magnetic nanoparticles catalyzed one-pot three-component synthesis of furanone derivatives

et al. 2018

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“…Some known biologically important natural products comprising a 2-pyrrolidinone unit are cotinine, a tobacco alkaloid, 15 doxapram, a respiratory stimulatant, 16 and ethosuximide, a succinimide containing anticonvulsant. 17 Moreover, substituted 2-pyrrolidinone derivatives have various therapeutic properties, for example, anti-cancer, 18 antitumor, 19 HIV-1 integrase inhibition, 20,21 antimicrobial, 22 antibacterial, 23 and anti-inflammatory. 24 In addition, the 2-pyrrolidinone moiety is used in the drug PI-091, consisting of anti-coagulant properties, as well as in Jatropham, which is an antitumor alkaloid (Figure 1, structures E and F ).…”

Section: Introductionmentioning

confidence: 99%

One-pot synthesis of 4-ethyl 2,3-dimethyl 1-(5-aryl-1,3,4-thiadiazol-2-yl)-5-oxo-2,5-dihydro-1H-pyrrole-2,3,4-tricarboxylate derivatives via intramolecular Wittig reaction

Iravani

Esmaeili

2020

Journal of Chemical Research

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“…For instance, some well‐known bioactive natural products with 2‐pyrrolidinone core are Cotinine (1), a tobacco alkaloid, Doxapram (2), a respiratory stimulant, Ethosuximide, a succinimide anticonvulsant . In addition, substituted 2‐pyrrolidinone derivatives have considerable therapeutic impacts e. g., anti‐cancer, antitumours, HIV‐1 integrase inhibitors, anti‐microbial, antibacterial and anti‐inflammatory activities . In consideration of its wide biological importance, MCR based on the synthesis of functionalized 2‐pyrrolidinone is on increase.…”

Section: Introductionmentioning

confidence: 99%

Access of Diverse 2-Pyrrolidinone, 3,4,5-Substituted Furanone and 2-Oxo-dihydropyrroles Applying Graphene Oxide Nanosheet: Unraveling of Solvent Selectivity

Saha

Das

2017

ChemistrySelect

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Eco benign catalyst graphene oxide (GO) has been effectively exploited in one pot synthesis of 2‐pyrrolidinone, 3,4,5‐substituted furanone and 2‐oxodihydropyrrole derivatives, three important pharmacophores, via one‐pot domino reactions (MCR) among easily accessible amines, aldehydes and acetylinic esters. These small heterocyclic molecules have been well diversified employing a wide variety of amines and aldehyde derivatives establishing the broad catalytic activity of graphene oxide towards the synthesis of three potential pharmacophores in good to excellent yields. The protocol features inherent solvent selectivity generating two different heterocyclic core (2‐pyrrolidinone and 3,4,5‐substituted furanones) starting from common substrates under similar reaction condition. This carbocatalyst prompted protocol demonstrates a rapid and efficient route for the design of biologically diverse heterocycles under mild condition.

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Synthesis and antibacterial activity of 1-alkoxyalkyl-5-aryl-4-acyl-3-hydroxy-3-pyrrolin-2-ones

Cited by 31 publications

References 2 publications

Tetramethylguanidine-functionalized silica-coated iron oxide magnetic nanoparticles catalyzed one-pot three-component synthesis of furanone derivatives

Tetramethylguanidine-functionalized silica-coated iron oxide magnetic nanoparticles catalyzed one-pot three-component synthesis of furanone derivatives

One-pot synthesis of 4-ethyl 2,3-dimethyl 1-(5-aryl-1,3,4-thiadiazol-2-yl)-5-oxo-2,5-dihydro-1H-pyrrole-2,3,4-tricarboxylate derivatives via intramolecular Wittig reaction

Access of Diverse 2-Pyrrolidinone, 3,4,5-Substituted Furanone and 2-Oxo-dihydropyrroles Applying Graphene Oxide Nanosheet: Unraveling of Solvent Selectivity

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