13730-60-4Relevant academic research and scientific papers
Multi-component synthesis of highly substituted imidazoles catalyzed by nanorod vanadatesulfuric acid
Nasr-Esfahani, Masoud,Montazerozohori, Morteza,Abdizadeh, Tooba
, p. 1491 - 1499 (2015)
Nanorod vanadatesulfuric acid (VSA NRs), as a recyclable and eco-benign catalyst, was used for one-pot synthesis of 2,4,5-trisubstituted imidazoles and 1,2,4,5-tetrasubstituted imidazoles using aldehydes, benzil, benzoin or 9,10-phenanthrenequinone and ammonium acetate or aniline under solvent-free conditions providing high to excellent yields. VSA is easily prepared by a simple reaction of chlorosulfonic acid and sodium metavanadate in high purity. As compared with the conventional procedures, the present protocol offers several advantages such as simplicity of procedure, short reaction time, high yields, easy workup, recoverability and reusability of the catalyst and simple purification of the products.
A novel polymeric catalyst for the one-pot synthesis of 2,4,5-triaryl-1H-imidazoles
Mohammadi, Ali,Keshvari, Hossein,Sandaroos, Reza,Rouhi, Hamed,Sepehr, Zeinalabedin
, p. 717 - 722 (2012)
An efficient synthesis of 2,4,5-trisubstituted imidazoles is achieved by three component cyclocondensation of benzil or benzoin, aldehyde and ammonium acetate by using novel polymeric catalyst [poly(AMPS-co-AA)] under solvent-free conditions. The key advantages of this process are high yields, shorter reaction times, easy work-up, purification of products by non-chromatographic method and the reusability of the catalyst. Indian Academy of Sciences.
Trichloroisocyanuric acid-catalyzed one-pot synthesis of 2,4,5-trisubstituted imidazoles
Hojati, Seyedeh Fatemeh,Nezhadhoseiny, Seyede Atefe,Beykzadeh, Zahra
, p. 387 - 390 (2013)
Trichloroisocyanuric acid was found to be a highly efficient homogeneous catalyst for synthesis of imidazoles via one-pot, three-component condensation of aldehydes with benzil and ammonium acetate. The valuable advantages of this method are high yields of products, easy work-up and purification procedure, and use of a commercially available, inexpensive, and non-volatile catalyst.
ZnO as an efficient and inexpensive catalyst for one pot synthesis of 2, 4, 5 -Triphenyl-1H - Imidazole derivatives at room temperature
Bandgar, Babasaheb P.,Hote, Baliram S.,Korbad, Balaji L.,Patil, Sachin A.
, p. 1339 - 1345 (2011)
An improved and rapid one pot synthesis of 2,4,6-triphenyl- 1H-imidazoles on condensation with benzil, aromatic aldehyde and NH4OAc has been carried out using ZnO as an efficient and inexpensive catalyst in high yield at room temperature. The short reaction time, good yields (60-93%), environmental friendly procedure, mild reaction condition and convenient operation are important advantage of these synthetic methods.
An eco-friendly, one pot synthesis of tri-substituted imidazoles in aqueous medium catalyzed by RGO supported Au nano-catalyst and computational studies
Biswas, Sudip,Das, Madhurima,Ghatak, Avishek,Sinha, Debopam
, (2021)
An eco-compatible, mild and operationally simple aqueous phase protocol for the synthesis of 2,4,5-trisubstituted imidazoles has been achieved with high substrate scope using supported Au nanoparticles. The catalyst can be recovered for the subsequent rea
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.
Molecular iodine/DMSO mediated oxidation of internal alkynes and primary alcohols using a one-pot, two step approach towards 2,4,5-trisubstituted imidazoles: Substrate scope and mechanistic studies
Jeena, Vineet,Naidoo, Shivani
supporting information, (2020/02/15)
An efficient, eco-friendly and practical oxidation of internal alkynes and primary alcohols as key steps towards the synthesis of 2,4,5-trisubstituted imidazoles is reported. This green synthetic methodology employed an acid and metal-free molecular iodine/DMSO system, to afford a variety of substituted imidazoles in moderate to good yields, with a range of functionalities tolerated. Mechanistic studies revealed two distinct oxidation pathways, which ultimately form the diketone and aldehyde that serve as key intermediates in the multicomponent domino synthesis.
Ferric iron complex containing meta-position carborane ligand as well as preparation method and application of ferric iron complex
-
Paragraph 0032; 0039-0041, (2020/10/14)
The invention relates to a ferric iron complex containing a meta-carborane triazole ligand as well as a preparation method and application of the ferric iron complex. The ferric iron complex is prepared by the following steps: (1) dropwise adding an n-BuL
One-Pot Three-Component Synthesis of 2,4,5-Triaryl-1 H -imidazoles in the Presence of a Molecular Sieve Supported Titanium Catalyst under Mild Basic Conditions
Magyar, ágnes,Hell, Zoltán
, p. 89 - 93 (2019/01/04)
A series of 2,4,5-trisubstituted-imidazoles has been synthesized with good to excellent yields by the one-pot condensation reaction of 1,2-dicarbonyl compounds, benzaldehydes, and ammonium acetate in the presence of 4 ? molecular sieves modified with titanium(IV) as an efficient heterogeneous catalyst. The catalyst could be recovered easily and reused without significant loss of activity.
Cu(II) immobilized on guanidinated epibromohydrin-functionalized γ-Fe2O3@TiO2 (γ-Fe2O3@TiO2-EG-Cu(II)): A highly efficient magnetically separable heterogeneous nanocatalyst for one-pot synthesis of highly substituted imidazoles
Nejatianfar, Mahdi,Akhlaghinia, Batool,Jahanshahi, Roya
, (2017/10/23)
A simple, efficient and eco-friendly procedure has been developed using Cu(II) immobilized on guanidinated epibromohydrin-functionalized γ-Fe2O3@TiO2 (γ-Fe2O3@TiO2-EG-Cu(II)) for the synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles, via the condensation reactions of various aldehydes with benzil and ammonium acetate or ammonium acetate and amines, under solvent-free conditions. High-resolution transmission electron microscopy analysis of this catalyst clearly affirmed the formation of a γ-Fe2O3 core and a TiO2 shell, with mean sizes of about 10–20 and 5–10?nm, respectively. These data were in very good agreement with X-ray crystallographic measurements (13 and 7?nm). Moreover, magnetization measurements revealed that both γ-Fe2O3@TiO2 and γ-Fe2O3@TiO2-EG-Cu(II) had superparamagnetic behaviour with saturation magnetization of 23.79 and 22.12?emu g?1, respectively. γ-Fe2O3@TiO2-EG-Cu(II) was found to be a green and highly efficient nanocatalyst, which could be easily handled, recovered and reused several times without significant loss of its activity. The scope of the presented methodology is quite broad; a variety of aldehydes as well as amines have been shown to be viable substrates. A mechanism for the cyclocondensation reaction has also been proposed.
