6143-80-2Relevant articles and documents
One-pot synthesis of 2,4,5-triarylimidazoles catalyzed by copper (II) trifluoroacetate under solvent-free conditions
Song, Dailei,Liu, Chunsheng,Zhang, Shaohua,Luo, Genxiang
, p. 145 - 147 (2010)
A simple, efficient and eco-friendly procedure has been developed using copper(II) trifluoroacetate as catalyst for the synthesis of 2,4,5-triarylimidazoles by one-pot condensation of benzil, aldehydes and ammonium acetate under solvent-free conditions. Compared with traditional methods, the present methodology offers several advantages such as excellent yields, and environmentally benign milder reaction conditions. Moreover, the catalyst exhibits reusable activity.
Synthesis and characterization of a new polymeric catalyst and used for the synthesis of imidazole derivatives
Karimi Zarchi, Mohammad Ali,Behboodi, Kazem,Mirjalili, Bibi Fatemeh
, p. 4929 - 4942 (2021/09/06)
Cross-linked poly (4-vinylpyridine) supported TiCl4 abbreviated as [P4-VP]-Ti(IV) as a new polymeric catalyst was easily prepared and characterized by using the X-ray spectroscopy, EDS, mapping, TGA/DTG and FTIR techniques. This catalyst was used for synthesis of imidazole derivatives via one-pot three-component condensation reaction of benzil, ammonium acetate and aldehydes. This protocol offers advantages such as short reaction time, simple reaction work-up with reusability of catalyst. Graphic abstract: [Figure not available: see fulltext.].
One-Pot Three-Component Synthesis of 2,4,5-Triaryl-1H-imidazoles Using Mn2+Complex of [7-Hydroxy-4-methyl-8-coumarinyl] Glycine as a Heterogeneous Catalyst
Aberi, Mahdi,Razavi, Seyyede Faeze,Sharghi, Hashem
, (2021/08/16)
A highly efficient and simple synthesis of 2,4,5-trisubstituted imidazoles has been developed using highly reusable support‐free Mn2+complex of [7-hydroxy-4-methyl-8-coumarinyl] glycine as a heterogeneous catalyst via a one-pot three-component reaction of benzil, aldehydes and ammonium acetate as a nitrogen source. Moreover, this catalyst was characterized by various techniques such as field emission scanning electron microscope (FE-SEM), energy dispersive X-ray spectroscopy (EDX), FT-IR spectroscopy, powder X-ray diffraction (XRD), inductively coupled plasma (ICP) and thermal gravimetric analysis (TGA). Also, the catalyst is stable and could be reused for at least six times without significant loss of activity. Graphic Abstract: [Figure not available: see fulltext.]
Homoselective synthesis of 5-substituted 1H-tetrazoles and one-pot synthesis of 2,4,5-trisubstuted imidazole compounds using BNPs@SiO2-TPPTSA as a stable and new reusable nanocatalyst
Khodamorady, Minoo,Ghobadi, Nazanin,Bahrami, Kiumars
, (2021/02/22)
Considering the importance of tetrazole and imidazole derivatives in pharmacy, industry, and explosives, BNPs@SiO2-TPPTSA was easily prepared and used as an effective, stable, and renewable nanocatalyst for the homoselective synthesis of different 5-substituted 1H-tetrazoles and atom economic synthesis of 2,4,5-trisubstituted-1H-imidazoles in solventless conditions. BNPs@SiO2-TPPTSA was characterized by transmission electron microscopy (TEM), scanning electron microscopy (SEM), X-ray diffraction (XRD), energy dispersive X-ray analysis (EDX), thermal gravimetric-differential thermal analysis (TGA-DTA), mapping, pH analysis, and Fourier transform infrared (FT-IR) techniques. Furthermore, the catalyst recycled for at least sequential five loads without a remarkable drop-in catalytic activity.
TMSOTf-catalyzed synthesis of trisubstituted imidazoles using hexamethyldisilazane as a nitrogen source under neat and microwave irradiation conditions
Asressu, Kesatebrhan Haile,Chan, Chieh-Kai,Wang, Cheng-Chung
, p. 28061 - 28071 (2021/09/15)
In the process of drug discovery and development, an efficient and expedient synthetic method for imidazole-based small molecules from commercially available and cheap starting materials has great significance. Herein, we developed a TMSOTf-catalyzed synthesis of trisubstituted imidazoles through the reaction of 1,2-diketones and aldehydes using hexamethyldisilazane as a nitrogen source under microwave heating and solvent-free conditions. The chemical structures of representative trisubstituted imidazoles were confirmed using X-ray single-crystal diffraction analysis. This synthetic method has several advantages including the involvement of mild Lewis acid, being metal- and additive-free, wide substrate scope with good to excellent yields and short reaction time. Furthermore, we demonstrate the application of the methodology in the synthesis of biologically active imidazole-based drugs.
Magnetic nanoparticle-supported sulfonic acid as a green catalyst for the one-pot synthesis of 2,4,5-trisubstituted imidazoles and 1,2,4,5-tetrasubstituted imidazoles under solvent-free conditions
Amoozadeh, Ali,Kolvari, Eskandar,Sakhdari, Mahnaz
, p. 71 - 78 (2021/10/30)
In this work, magnetic nanoparticle-supported sulfonic acid (γ-Fe2O3-SO3H) is used as an efficient catalyst in the synthesis of 2,4,5-trisubstituted imidazoles and 1,2,4,5-tetrasubstituted imidazoles in a short time (40-70 min for trisubstituted imidazoles and 30-40 min for tetrasubstituted imidazoles) and high-purity products were obtained (92-98% for trisubstituted imidazoles and 94-98% for tetrasubstituted imidazoles) in simple multicomponent reactions. The structure of these products was confirmed via FT-IR and NMR. Green and recyclable catalysts, eco-friendly and solvent-free conditions, high catalytic activity, shorter reaction time, easy recovery by an external magnet, high purity, and excellent yields are some features of these reactions.
Magnetic horsetail plant ash (Fe3O4@HA): a novel, natural and highly efficient heterogeneous nanocatalyst for the green synthesis of 2,4,5-trisubstituted imidazoles
Hosseini Mohtasham, Nina,Gholizadeh, Mostafa
, p. 2507 - 2525 (2021/03/24)
Horsetail plant ash (HA), as a natural source of mesoporous silica, has been prepared from the exposure of horsetail plant (Equisetum Arvense) to high temperature. In the present study, a new magnetically separable and also recoverable Fe3O4 nanoparticles were synthesized in the presence of natural horsetail plant ash (HA) as a support to result in Fe3O4@HA. FT-IR, XRD, TEM, SEM–EDX and VSM analysis were combined to characterize the morphology and structure of this novel synthesized nanocatalyst. This magnetically solid acid nanocatalyst showed an excellent catalytic activity for the synthesis of 2,4,5-trisubstituted imidazoles at room temperature in aqueous media. The procedure led to corresponding products in high to excellent yields and appropriate times. Additionally, this nanocatalyst can be easily recovered by a magnetic field and reused for six other consecutive reaction runs without noticeable loss of its catalytic efficiency. Based on this study, Fe3O4@HA is found to be an efficient, magnetically separable, recyclable, and green catalyst with natural source. Graphic abstract: In this work, horsetail plant ash was used as a natural source of mesoporous silica for the synthesis of Fe3O4@HA as a highly powerful magnetically solid acid nanocatalyst, which was fully characterized using various techniques. The activity of the newly synthesized nanocatalyst was tested for the synthesis of 2,4,5-trisubstituted imidazole derivatives.[Figure not available: see fulltext.]
Ultrasound-assisted synthesis of NiO nanoparticles and their catalytic application for the synthesis of trisubstituted imidazoles under solvent free conditions
Bhanage, Bhalchandra M.,Chaurasia, Shivkumar,Gajengi, Aravind L.,Monflier, Eric,Ponchel, Anne,Ternel, Jeremy
, (2021/11/12)
The present protocol reports the ultrasound assisted synthesis of NiO nanoparticles(NPs) using benzylamine as a base and different types of cyclodextrins (CDs) as capping agents. The use of α-CD, β-CD or γ-CD leads to different morphologies of NiO NPs. In particular, NiO nanosheets obtained using β-CD as the capping agent. The synthesized NPs were characterized by FEG-SEM, TEM, XRD and EDS analysis. They showed high catalytic activity towards synthesis of different trisubstituted imidazoles under solvent free conditions. In addition, NiO NPs could be recycled and reused consecutively up to four recycle runs without much loss of their catalytic activity.
Hexaaryl bis-imidazole photoinitiator and application thereof
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Paragraph 0171-0174, (2020/10/16)
The invention discloses a hexaaryl bis-imidazole photoinitiator. The molar ratio of a red shift substituent group in all substitutable sites of the hexaaryl bis-imidazole photoinitiator is 6-16%. Whenthe photoinitiator is applied to a photosensitive resin composition, the photoinitiator is moderate in sensitivity, good in solubility and excellent in resolution ratio and developability, inverted trapezoids cannot appear during development, the photoinitiator has good hydrophilicity, the amount of sludge in a developing solution during recycling can be remarkably reduced, and the developing solution can be repeatedly and effectively used for multiple times. The invention also provides a photosensitive resin composition containing the photoinitiator, and an application of the composition.
Catalytic activity of Co(II) Salen&at;KCC-1 on the synthesis of 2,4,5-triphenyl-1H-imidazoles and benzimidazoles
Ali Nasseri, Mohammad,Allahresani, Ali,Naghdi, Elaheh
, (2020/07/31)
The synthesis, reactions and biological properties of imidazoles and benzimidazole make up the bulk of the ring chemistry. In this study, the reaction between different types of aromatic aldehydes and ammonium acetate with diphenylethanedione, in ethanol solvent, using the Co(II) Salen complex&at;KCC-1 catalyst which is produced from Co (II) complex which is supported onto the KCC-1 was studied. The results showed that the products were synthesized in good to excellent yields. The products were identified with IR and NMR spectroscopy. Also, the catalyst was identified by FT-IR, TGA, TEM, and XRD. Finally, the catalyst was reused several times without lack of catalytic activity.
