Highly efficient and simple protocol for synthesis of 2,4,5-triarylimidazole derivatives from benzil using fluorinated graphene oxide as effective and reusable catalyst

Hanoon, H. D.; Kowsari, Elaheh; Abdouss, Majid; Ghasemi, Mehdi; Zandi, Hassan Gharayagh

doi:10.1007/s11164-016-2847-6

Cited by 32 publications

(8 citation statements)

References 65 publications

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“…After functionalization, two significant peaks of the N1s and F1s appeared in F‐GO spectra. In addition, the C1s XPS pattern of GO in Figure (B) displays four peaks at 284.8, 286.8, 287.8 and 288.7eV, originating from the C‐C/C=C bonds in the aromatic rings, the C‐O groups, HO‐C‐O groups and C=O groups, respectively . The C1s of F‐GO in Figure (C), there was a new peak emerging at 288.6 eV can be observed, which can be confirmed to the C‐F.…”

Section: Resultsmentioning

confidence: 79%

Hydrophilic Fluoro‐Functionalized Graphene Oxide / Polyvinylidene Fluoride Composite Films with High Dielectric Constant and Low Dielectric Loss

Wang

Zhang

et al. 2019

ChemistrySelect

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A novel and facile method, to synthesize high‐quality fluoro‐functionalized graphene oxide (F‐GO) and polyvinylidene fluoride (PVDF) composite (F‐GO/PVDF) films prepared by solution blending of F‐GO and PVDF in solution was proposed. The fabricated F‐GO/PVDF nanocomposites with different mass fractions exhibited high dielectric constant and low dielectric loss. Meanwhile, Fourier transform infrared spectroscopy and X‐ray photoelectron spectroscopy and raman spectroscopy verified the functional groups in the F‐GO. The microstructure analysis using X‐ray diffraction and field‐emission scanning electronmicroscopy were performed to investigate the morphology of F‐GO and F‐GO/PVDF composite films. The thermal, hydrophilic and electrical characterization properties of F‐GO/PVDF composites were investigated by thermal gravimetric analysis, contact angle, and dielectric constant. These results indicate their potential applications for dielectric devices storage devices.

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Section: Resultsmentioning

confidence: 79%

Hydrophilic Fluoro‐Functionalized Graphene Oxide / Polyvinylidene Fluoride Composite Films with High Dielectric Constant and Low Dielectric Loss

Wang

Zhang

et al. 2019

ChemistrySelect

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“…Methodologies reported in the literature show the use of substituted 1,2-diphenylethane-1,2-dione (benzyl) 48 , substituted aldehydes 49 and ammonium acetate under various conditions, with the aim of optimizing the construction of 2,4,5-trisubstituted imidazole 50 with great structural diversity [ 33 , 34 , 35 , 36 , 37 , 38 , 39 , 40 ]. The reactions are simple and fast, as illustrated in the example below, which uses the system with EtOH and fluorinated graphene oxide (A-MFGO) as a catalyst at room temperature ( Figure 21 ).…”

Section: Synthesis and Functionalization Of Imidazolementioning

confidence: 99%

Imidazole: Synthesis, Functionalization and Physicochemical Properties of a Privileged Structure in Medicinal Chemistry

Tolomeu

Fraga

2023

Molecules

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Imidazole was first synthesized by Heinrich Debus in 1858 and was obtained by the reaction of glyoxal and formaldehyde in ammonia, initially called glyoxaline. The current literature provides much information about the synthesis, functionalization, physicochemical characteristics and biological role of imidazole. Imidazole is a structure that, despite being small, has a unique chemical complexity. It is a nucleus that is very practical and versatile in its construction/functionalization and can be considered a rich source of chemical diversity. Imidazole acts in extremely important processes for the maintenance of living organisms, such as catalysis in enzymatic processes. Imidazole-based compounds with antibacterial, anti-inflammatory, antidiabetic, antiparasitic, antituberculosis, antifungal, antioxidant, antitumor, antimalarial, anticancer, antidepressant and many others make up the therapeutic arsenal and new bioactive compounds proposed in the most diverse works. The interest and importance of imidazole-containing analogs in the field of medicinal chemistry is remarkable, and the understanding from the development of the first blockbuster drug cimetidine explores all the chemical and biological concepts of imidazole in the context of research and development of new drugs.

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“…[6][7][8][9][10][11][12][13][14] The only industrial attention for the imidazole derivatives construction is Debus-Radiszewski [15] synthesis through one-pot multicomponent cyclocondensation reaction of diverse aldehydes/1,2-diketones, α-hydroxyketone/ammonium salt under classical heating/ultrasonic/microwave accompany with strong protic acids or Bronsted and Lewis acid catalysts. [9,16,17] This work is an attempt to follow green chemistry principles for the synthesis of antimicrobial and antibacterial active 2,4,5-trisubstituted imidazole derivatives. [13,14,18,19] Therefore, using a one-pot multicomponent reaction to create short synthetic route, high-atom economy, lowenergy utilization, and high selectivity [20][21][22][23] by sonochemistry employment is an essential tool for reaching this goal.…”

Section: Introductionmentioning

confidence: 99%

An effective and eco‐friendly sonochemical multicomponent synthesis of trisubstituted imidazoles via modified silica‐coated cobalt ferrite nanoparticles by tungstic acid

Kermanizadeh

Naeimi

2023

Applied Organom Chemis

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This research is providing a method for the synthesis of 2,4,5-trisubstituted imidazole derivatives based on pursuing the green chemistry principles. Therefore, a one-pot multicomponent cyclocondensation reaction through aldehyde interaction with ammonium acetate and 1,2-diketone was carried out in EtOH:H 2 O solvent under ultrasound irradiation. This protocol was utilized as an eco-effective synthetic route by applying CoFe 2 O 4 @SiO 2 @(-CH 2 ) 3 OWO 3 H nanocomposite as a nanocatalyst. The stabilized tungstic acid on 3-chloropropyl anchored to SiO 2 -coated CoFe 2 O 4 magnetic nanoparticles was designed, prepared, and applied as a recyclable heterogeneous acid catalyst to attain high product yields and short reaction times. The structure of nanocatalyst was confirmed by using Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), field emission scanning electron microscopy (FE-SEM), energy dispersive spectroscopy (EDS), vibrating sample magnetometer (VSM), thermogravimetric analysis (TGA), and Brunauer-Emmett-Teller (BET) techniques, and the obtained organic derivatives were examined through melting point, FT-IR, and 1 H NMR analyses.

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Highly efficient and simple protocol for synthesis of 2,4,5-triarylimidazole derivatives from benzil using fluorinated graphene oxide as effective and reusable catalyst

Cited by 32 publications

References 65 publications

Hydrophilic Fluoro‐Functionalized Graphene Oxide / Polyvinylidene Fluoride Composite Films with High Dielectric Constant and Low Dielectric Loss

Hydrophilic Fluoro‐Functionalized Graphene Oxide / Polyvinylidene Fluoride Composite Films with High Dielectric Constant and Low Dielectric Loss

Imidazole: Synthesis, Functionalization and Physicochemical Properties of a Privileged Structure in Medicinal Chemistry

An effective and eco‐friendly sonochemical multicomponent synthesis of trisubstituted imidazoles via modified silica‐coated cobalt ferrite nanoparticles by tungstic acid

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