Amino acid-based ionic liquid immobilized on α-Fe2O3-MCM-41: An efficient magnetic nanocatalyst and recyclable reaction media for the synthesis of quinazolin-4(3H)-one derivatives

Rostamizadeh, Shahnaz; Nojavan, Masoomeh; Aryan, Reza; Isapoor, Elyass; Azad, Mohammad

doi:10.1016/j.molcata.2013.04.002

Cited by 85 publications

(35 citation statements)

References 44 publications

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“…2). The isatoic anhydrides are valuable starting substances for the synthesis of many important compounds [27][28][29][30][31]. During the research on the preparation of isatin derivatives, we observed that when commercially available isatin (3) was treated with large excess of NBS (5 equivalents) in MeCN at an ambient temperature with access to air, 5-bromoisatoic anhydride (6) was formed as a main product in 77 % yield.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and biological evaluation of some amino- and sulfanyl-3H-quinazolin-4-one derivatives as potential anticancer agents

et al. 2015

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A series of 6-substituted quinazolinone derivatives were prepared by the reaction of 6-bromoquinazolinones with aryl or alkyl amines and thiols, in the presence of a Pd(OAc) 2 /Xantphos system, under Buchwald-Hartwig-type reaction conditions. The 6-bromoquinazolinones were obtained in the three-components reaction of 5-bromoisatoic anhydride, triethyl orthoformate and an appropriate amine. Biological screening of the potential cytotoxicity of synthesized compounds on HT29 and HCT116 cell lines, as well as on the lymphocytes, showed that some derivatives of quinazolinone have significant anticancer activities. The detailed synthesis, spectroscopic data, and biological assays were reported. Graphical abstract

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Section: Resultsmentioning

confidence: 99%

Synthesis and biological evaluation of some amino- and sulfanyl-3H-quinazolin-4-one derivatives as potential anticancer agents

et al. 2015

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“…[1][2][3][4][5] Among different kinds of MNPs, iron oxide nanoparticles have attracted a lot of attention between chemists owing to their unique properties such as easy preparation, high ability to be modified with various functional groups, tuning structural order, low toxicity, low cost, high surface area, easy availability, excellent recoverability and reusability, and low toxicity. Some of newly developed systems include Fe 3 O 4 @NH 2mesoporous silica@polypyrrole/Pd, [32] 4 ], [33] Fe 3 O 4 @MCM-41@Ni-P2C, [34] Fe 3 O 4 @MCM-41-SO 3 H, [35] (α-Fe 2 O 3 )-MCM-41-lprolinium nitrate, [36] Fe 3 O 4 @SiO 2 hollow mesoporous spheres, [37] Fe 3 O 4 @MCM-41@Pd-SPATB [38] and Fe 3 O 4 @MCM-41-Im@MnPor. [16][17][18] However, magnetic iron oxides suffer from several problems such as being unstable in acidic and alkaline conditions, aggregation over long periods of time and oxidation in the presence of air.…”

Section: Introductionmentioning

confidence: 99%

Magnetic nanoporous MCM‐41 supported ionic liquid/palladium complex: An efficient nanocatalyst with high recoverability

Abaeezadeh

Elhamifar

Norouzi

et al. 2019

Applied Organom Chemis

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In this study, a novel magnetic mesoporous MCM-41 silica supported ionic liquid/palladium complex (Fe 3 O 4 @MCM@IL/Pd) with core-structure was prepared and characterized and its catalytic performance was developed under green conditions. The Fe 3 O 4 @MCM@IL/Pd was prepared via a post grafting method and was characterized using Fourier transform infrared spectroscopy, thermal gravimetric analysis, wide-and low-angle powder X-ray diffraction, scanning electron microscopy, transmission electron microscopy, vibration sample magnetometer and energy-dispersive X-ray analyses. This was applied as an efficient and recoverable nanocatalyst for the one-pot synthesis of pyrano [2,3-d]pyrimidine derivatives under ultrasonic conditions. The catalyst was magnetically recovered and reused for 12 consecutive cycles without significant loss of its activity and selectivity.

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“…The nanocatalysts display good catalytic activity compared with their bulk‐sized samples for the synthesis of some organic compounds. Nanoparticles are particles with a very small size.…”

Section: Introductionmentioning

confidence: 99%

Green Synthesis of Imidazole Derivatives via Fe₃O₄‐MNPs as Reusable Catalyst

Shafaei

Sharafian

2019

Journal of Heterocyclic Chem

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In this research, a one‐pot, efficient, and high yielding procedure for the synthesis of imidazole derivatives is investigated. The procedure was carried out via multicomponent reaction of isothiocyanate, alkyl bromides, N‐methylimidazole, and triphenylphosphine in the presence of magnetic iron oxide nanoparticles (Fe3O4‐MNPs) as reusable catalyst under solvent‐free conditions at 50°C. Also, Fe3O4‐MNPs were produced using green synthetic method by reduction of ferric chloride solution with Clover Leaf water extract. The nanoparticles generated using this procedure can potentially be important in different purposes such as organic synthesis. Easy, simple, rapid, and clean procedures for the synthesis of imidazole derivatives are the advantages of this study.

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Amino acid-based ionic liquid immobilized on α-Fe2O3-MCM-41: An efficient magnetic nanocatalyst and recyclable reaction media for the synthesis of quinazolin-4(3H)-one derivatives

Cited by 85 publications

References 44 publications

Synthesis and biological evaluation of some amino- and sulfanyl-3H-quinazolin-4-one derivatives as potential anticancer agents

Synthesis and biological evaluation of some amino- and sulfanyl-3H-quinazolin-4-one derivatives as potential anticancer agents

Magnetic nanoporous MCM‐41 supported ionic liquid/palladium complex: An efficient nanocatalyst with high recoverability

Green Synthesis of Imidazole Derivatives via Fe₃O₄‐MNPs as Reusable Catalyst

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Amino acid-based ionic liquid immobilized on α-Fe2O3-MCM-41: An efficient magnetic nanocatalyst and recyclable reaction media for the synthesis of quinazolin-4(3H)-one derivatives

Cited by 85 publications

References 44 publications

Synthesis and biological evaluation of some amino- and sulfanyl-3H-quinazolin-4-one derivatives as potential anticancer agents

Synthesis and biological evaluation of some amino- and sulfanyl-3H-quinazolin-4-one derivatives as potential anticancer agents

Magnetic nanoporous MCM‐41 supported ionic liquid/palladium complex: An efficient nanocatalyst with high recoverability

Green Synthesis of Imidazole Derivatives via Fe3O4‐MNPs as Reusable Catalyst

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Green Synthesis of Imidazole Derivatives via Fe₃O₄‐MNPs as Reusable Catalyst