16112-36-0Relevant academic research and scientific papers
An efficient, solvent free one pot synthesis of tetrasubstitued imidazoles catalyzed by nanocrystalline γ-alumina
Shelke, Pallavi D.,Rajbhoj, Anjali S.,Nimase, Madhav S.,Tikone, Gangaram A.,Zaware, Bhaskar H.,Jadhav, Shridhar. S.
, p. 2007 - 2014 (2016)
γ-Alumina nanoparticles (γ-Al2O3 NPs) have been successfully synthesized by electrochemical reduction method. The aqueous solution of tetrapropylammonium bromide was used as an electrolyte cum stabilizer. To prevent spontaneous agglo
Visible light-emitting diode light-driven one-pot four component synthesis of poly-functionalized imidazoles under catalyst- And solvent-free conditions
Patel, Geetika,Patel, Ashok Raj,Banerjee, Subhash
supporting information, p. 13295 - 13300 (2020/10/07)
Here, we have demonstrated the visible LED light-promoted synthesis of poly functionalized imidazole derivatives by a four component condensation of 1,2-diphenyl 1,2-diketone aromatic aldehydes and ammonium acetate and/or amines in excellent yields. The solvent- and catalyst-free reaction conditions, excellent isolated yields of the products, shorter reaction times, and simple isolation and purification of the products make the present protocol efficient and a green alternative to existing protocols. This journal is
One-Pot Synthesis of Polysubstituted Imidazoles Based on Pd(OAc) 2 /Ce(SO 4) 2 /Bi(NO 3) 3 Trimetallic Cascade of Decarboxylation/Wacker-Type Oxidation/Debus-Radziszewski Reaction
Li, Peilang,Li, Yiqun,Sun, Wei,Zhang, Mingjuan
supporting information, p. 3221 - 3230 (2019/08/28)
A novel and highly efficient one-pot synthesis of polysubstituted imidazoles from α-hydroxyphenylacetic acids, diphenylacetylene, and amines has been achieved by Pd(OAc) 2 /Ce(SO 4) 2 /Bi(NO 3) 3 trimetallic catalytic system. A series of control experiments showed that this overall reaction occurs through a one-pot cascade process combining the steps of decarboxylation of α-hydroxyphenylacetic acids, Wacker-type oxidation of diphenylacetylene, and Debus-Radziszewski annulation of aryl aldehydes and benzil generated in situ, as well as amines. This reaction represents a novel multicomponent reaction using α-hydroxyphenylacetic acids and diphenylacetylene as sources of aryl aldehydes and a β-diketone. This process exhibits a broad substrate scope and a good functional group tolerance to assemble the corresponding polysubstituted imidazoles in excellent yields (72-88percent) under mild conditions.
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.
Synthesis and characterization of nano-copper ferrite as a magnetically separable catalyst for the one-pot synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles under solvent-free condition
Nemati, Firouzeh,Elhampour, Ali,Bagheri Natanzi, Mahshid
, p. 666 - 671 (2017/08/10)
The authors report herein, synthesis and characterization of nano-copper ferrite as a recoverable, ecofriendly, inexpensive, and readily available catalyst for efficient, simple, and green synthesis of multisubstituted imidazoles. Short reaction times, high yields, easy workup, and mild condition are the advantages of this protocol. The catalyst can be reused without evident loss of the catalytic activity. Characterization of the catalyst was performed fully by Fourier transform infrared spectra, X-ray diffraction, FESEM, electron dispersive X-ray, and vibration sampling magnetometer analyses.
Synthesis of Novel Organosilicon Compounds Possessing Fully Substituted Imidazole Nucleus Sonocatalyzed by Fe-Cu/ZSM-5 Bimetallic Oxides
Safa, Kazem D.,Feyzi, Aynaz,Allahvirdinesbat, Maryam,Sarchami, Leila,Panahi, Parvaneh Nakhostin
supporting information, p. 392 - 400 (2015/10/29)
An efficient four-component synthesis of 1,2,4,5-tetrasubstituted imidazoles is described by one-step condensation of an aldehyde, benzil, ammonium acetate, and primary aromatic amine with nanostructure Fe-Cu/ZSM-5 bimetallic oxides in water under ultrasonic irradiation. The short reaction time, good yields, environmental friendly procedure, mild reaction conditions, and convenient operation are important advantage of this protocol. The products generated during the study have been utilized as substrates for synthesis of organosilicon-containing imidazoles. Synthesis of tris(triorganosilyl)methylimidazole derivatives were carried out using organolithium reagent (Me3Si)3CLi, prepared via metalation of (Me3Si)3CH with methyllithium in tetrahydrofuran, in excellent yields. GRAPHICAL ABSTRACT.
Synthesis of organosilyl compounds-containing 1,2,4,5-tetraaryl imidazoles sonocatalyzed by M/SAPO-34 (M = Fe, Co, Mn, and Cu) nanostructures
Safa, Kazem D.,Allahvirdinesbat, Maryam,Namazi, Hassan,Panahi, Parvaneh Nakhostin
, p. 883 - 890 (2015/08/06)
The one-step synthesis of silylated 1,2,4,5-tetraaryl imidazoles by use of a series of M/SAPO-34 (M: Fe, Co, Mn, and Cu) nanocatalysts and subsequent silylation reactions is described. Cu/SAPO-34 catalyst has the highest activity in improving the efficiency of the heterogeneous cyclo-condensation of an aldehyde, benzil, ammonium acetate and a primary aromatic amine in water under ultrasonic irradiation. Some of imidazole derivatives are studied with a view to the synthesis of a series of new, multi-substituted imidazoles containing organosilyl groups including carbosilanes (Si-C) and silyl ethers (Si-O).
Synthesis of Novel Organosiliconsulfur-Containing Tetrasubstituted Imidazoles Sonocatalyzed by LaxSr1-xFeyCo1-yO3 Nanoperovskites
Safa, Kazem D.,Allahvirdinesbat, Maryam,Namazi, Hassan
supporting information, p. 1205 - 1214 (2015/03/30)
The one-pot synthesis of tetrasubstituted imidazoles by use of a series of LaxSr1-xFeyCo1-yO3 perovskites as catalysts is described. The La0.8Sr0.2Fe0.34Co0.66O3 nanocatalyst had the greatest activity in the heterogeneous cyclocondensation of an aldehyde, benzil, ammonium acetate, and a primary aromatic amine in water under ultrasonic irradiation. Some of the derivatives generated during this work were utilized as substrates for the synthesis in good yields of novel multifunctional tetrasubstituted imidazoles with Me3Si, C=S, and SH groups, via nucleophilic attack of tris(trimethylsilyl)methyllithium (TsiLi) at the carbon of carbon disulphide.
A facile one-pot synthesis of tetrasubstituted imidazoles catalyzed by eutectic mixture stabilized ferrofluid
Aziizi, Najmoddin,Manochehri, Zohreh,Nahayi, Adnan,Torkashvand, Sohila
, p. 153 - 158 (2014/05/06)
A robust and simple one-pot four component reaction for the efficient synthesis of tetrasubstituted imidazoles has been developed. In the presence of eutectic mixture stabilized iron oxide nanoparticles, the four-component reaction of aldehydes, amines, ammonium acetate, and 1,2-diphenylethane-1,2- dione proceeds smoothly at 60 °C to give a range of imidazole derivatives in moderate to good yields. Target compounds were obtained in high yields and high purity after recrystallization from ethanol.
