29913-31-3Relevant academic research and scientific papers
Synthesis of 2,4,5-trisubstituted imidazoles, quinoxalines and 1,5-benzodiazepines over an eco-friendly and highly efficient ZrO2-Al2O3 catalyst
Thimmaraju,Shamshuddin, S. Z. Mohamed
, p. 60231 - 60243 (2016)
ZrO2-Al2O3 containing 80 mol% of ZrO2 was prepared by solution combustion, impregnation and precipitation methods. All the prepared catalytic materials were characterized by PXRD, NH3-TPD, N2 adsorption isotherms, FTIR, TEM, SEM, EDAX and ICP-OES techniques. These catalytic materials were used in a rapid, simple, versatile and efficient synthesis of 2,4,5-trisubstituted imidazoles under solvent-free conditions at moderate temperature in shorter reaction time (20 min). This is achieved by three-component cyclo-condensation of benzil, aldehydes and ammonium acetate in excellent yields. The derivatives of quinoxalines and 1,5-benzodiazepines were synthesized effectively by cyclo-condensation of 1,2-diamine with α-diketones and carbonyl compound with O-phenylenediamines respectively over ZrO2-Al2O3 at moderate temperature (80 °C) for the reaction time of 20-40 min in presence of ethanol as a solvent. The present method is experimentally simple, non-toxic and involves inexpensive reagents, clean reaction pathways and an eco-friendly catalyst. The catalytic materials used can be easily separated from the reaction mixture and reused for several reaction cycles without much loss of catalytic activity.
Direct synthesis of 2,4,5-trisubstituted imidazoles from primary alcohols by diruthenium(ii) catalysts under aerobic conditions
Sundar, Saranya,Rengan, Ramesh
, p. 1402 - 1409 (2019/02/14)
Herein we report a straightforward synthetic approach to 2,4,5-trisubstituted imidazoles from readily available primary alcohols using arene diruthenium(ii) catalysts. Dinuclear arene ruthenium complexes have been synthesized and structurally characterized with the aid of analytical and spectral techniques. A library of 2,4,5-trisubstituted imidazoles was achieved with a yield up to 95% by loading 0.25 mol% of the catalyst. The present protocol is environmentally benign, which is performed under aerobic conditions and liberates water as the sole by-product.
Copper-catalyzed aerobic benzylic sp3 C-H oxidation mediated synthesis of 2,4,5-trisubstituted imidazoles via a domino multi-component reaction
Jayram, Janeeka,Jeena, Vineet
supporting information, p. 5841 - 5845 (2017/12/26)
An efficient and practical aerobic benzylic sp3 C-H oxidation as a key step towards the domino multi-component synthesis of 2,4,5-trisubstituted imidazoles has been reported. This green methodology employs an inexpensive catalytic copper/oxygen system and proceeds under mild reaction conditions. A variety of substituted imidazoles are prepared in moderate to excellent yields from α-methylene ketones using this innovative methodology.
Microwave-Assisted Nickel-Catalyzed One-Pot Synthesis of 2,4,5-Trisubstituted Imidazoles
Chundawat, Tejpal Singh,Sharma, Nutan,Kumari, Poonam,Bhagat, Sunita
supporting information, p. 404 - 408 (2016/02/12)
A novel, highly efficient, and one-pot microwave-assisted synthesis of 2,4,5-trisubstituted imidazoles using a newly developed Schiff's base complex nickel catalyst (Ni-C) is described. The approach involves the reaction of various aldehydes with benzil a
Synthesis and biological evaluation of novel 2,4,5-triarylimidazole–1,2,3-triazole derivatives via click chemistry as α-glucosidase inhibitors
Wang, Guangcheng,Peng, Zhiyun,Wang, Jing,Li, Juan,Li, Xin
, p. 5719 - 5723 (2016/11/25)
A novel series of 2,4,5-triarylimidazole–1,2,3-triazole derivatives were synthesized via copper(I)-catalyzed azide–alkyne click chemistry, and evaluated for their α-glucosidase inhibitory activity. All tested compounds showed potent α-glucosidase inhibitory activity with IC50ranging from 15.16 ± 0.18 to 48.15 ± 0.37 μM, in comparison to the standard drug, acarbose (IC50= 817.38 ± 6.27 μM). Among all the tested compounds, 5j was found to be the most active compound with IC50value of 15.16 ± 0.18 μM and behaved as a noncompetitive inhibitor with a Kiof 14.78 μM. In addition, molecular docking study was carried out to explore the binding interactions of these compounds with α-glucosidase enzyme.
ZrO2-β-cyclodextrin catalyzed synthesis of 2,4,5-trisubstituted imidazoles and 1,2-disubstituted benzimidazoles under solvent free conditions and evaluation of their antibacterial study
Girish, Yarabhally R.,Sharath Kumar, Kothanahally S.,Thimmaiah, Kuntebommanahalli N.,Rangappa, Kanchugarakoppal S.,Shashikanth, Sheena
, p. 75533 - 75546 (2015/09/21)
A series of 2,4,5-trisubstituted imidazoles and 1,2-disubstituted benzimidazoles catalyzed by ZrO2-supported-β-cyclodextrin (ZrO2-β-CD) under solvent free conditions have been synthesized and characterized by spectral methods. The nanoparticles (ZrO2-β-CD), prepared by a simple one-pot-coprecipitation method and were characterized by PXRD, SEM, and TEM techniques. The nano (ZrO2-β-CD) particles were found to be an effective heterogeneous reusable catalyst for the effective synthesis of imidazoles and benzimidazoles under solvent free conditions and all of the synthesized derivatives were evaluated for their antibacterial activity against six bacterial strains.
L-Proline triflate as an efficient and reusable catalyst for the one-pot synthesis of 2,4,5-trisubstituted imidazoles and 1,2,4,5-tetrasubstituted imidazoles
Li, Jianjun,Lin, Shouwang,Dai, Jiajia,Su, Weike
experimental part, p. 196 - 199 (2010/08/19)
L-Proline triflate has been used as an efficient catalyst for an improved and rapid one-pot synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles in good yields. The benefit of this approach is its operational simplicity and the catalyst can be easily recovered and reused without any loss of activity.
