13682-29-6Relevant academic research and scientific papers
Ytterbium triflate as an efficient catalyst for one-pot synthesis of substituted imidazoles through three-component condensation of benzil, aldehydes and ammonium acetate
Wang, Li-Min,Wang, Yong-Hong,Tian, He,Yao, Yin-Fang,Shao, Jue-Hua,Liu, Bo
, p. 1570 - 1573 (2006)
Yb(OTf)3 has been found to be an extremely efficient catalyst for the preparation of imidazoles derivatives via three-component coupling reactions of benzil, aldehydes and ammonium acetate under mild conditions. The process presented here is op
Tributylhexadecylphosphonium bromide: An efficient reagent system for the one-pot synthesis of 2,4,5-trisubstituted imidazoles
Heidari, Mohammad,Rezaei, Mohsen,Badri, Rashid
, p. 73 - 76 (2015)
The reaction of benzil, an aromatic aldehyde, and ammonium acetate in ethanol at reflux in the presence of tributylhexadecylphosphonium bromide as catalyst affords a 2,4,5-trisubstituted imidazole. The present methodology offers several advantages over the literature methods, including excellent yields, shorter reaction times, environmentally benign milder reaction conditions, cost-effectiveness of catalyst, easy workup, and purification of products by nonchromatographic methods.
Ytterbium perfluorooctanesulfonate as an efficient and recoverable catalyst for the synthesis of trisubstituted imidazoles
Shen, Ming-Gui,Cai, Chun,Yi, Wen-Bin
, p. 541 - 544 (2008)
Synthesis of trisubstituted imidazoles was successfully accomplished using rare earth(III) perfluorooctanesulfonates (RE(OPf)3), RE = Sc, Y, La-Lu as catalysts in fluorous solvents. Ytterbium perfluorooctanesulfonates (Yb(OPf)3) catalyze the high efficient synthesis of trisubstituted imidazoles in fluorous solvents. By simple separation, fluorous phase containing only catalyst can be reused several times.
Catalytic conversion of 2,4,5-trisubstituted imidazole and 5-substituted 1H-tetrazole derivatives using a new series of half-sandwich (η6-p-cymene)Ruthenium(II) complexes with thiophene-2-carboxylic acid hydrazone ligands
Vinoth, Govindasamy,Indira, Sekar,Bharathi, Madheswaran,Archana, Govindhasamy,Alves, Luis G.,Martins, Ana M.,Shanmuga Bharathi, Kuppannan
, (2021)
A new series of half-sandwich (η6-p-cymene) ruthenium(II) complexes with thiophene-2-carboxylic acid hydrazide derivatives [Ru(η6-p-cymene)(Cl)(L)] [L = N'-(naphthalen-1-ylmethylene)thiophene-2-carbohydrazide (L1), N'-(anthracen-9-ylmethylene)thiophene-2-carbohydrazide (L2) and N'-(pyren-1-ylmethylene)thiophene-2-carbohydrazide (L3)] were synthesized. The ligand precursors and their Ru(II) complexes (1–3) were structurally characterized by spectral (IR, UV–Vis, NMR and mass spectrometry) and elemental analysis. The molecular structures of the ruthenium(II) complexes 1–3 were determined by single-crystal X-ray diffraction. All complexes were used as catalysts for the one-pot three-component syntheses of 2,4,5-trisubstitued imidazole and 5-substituted 1H-tetrazole derivatives. The catalytic studies optimized parameters as solvent, temperature and catalyst. The catalysts revealed very active for a broad range of aromatic aldehydes presenting either electron attractor or electron donor substituents and, although less active, moderate to high activities were observed for alkyl aldehydes.
A 2, 4, 5 - tri-substituted imidazole of preparation method (by machine translation)
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Paragraph 0048; 0049; 0050, (2019/04/10)
The invention relates to a 2, 4, 5 - tri-substituted imidazole of preparation method, the method is to be sequentially [...] or benzoins, aldehyde compounds, ammonium acetate and catalyst organic acid added in the reactor, in the 85 - 125 °C oil bath under the heating condition the reaction, after the reaction is complete to obtain a reaction mixture; the reaction mixture by washing, filtration, recrystallization after separation, to get the pure product 2, 4, 5 - tri-substituted imidazole. The present invention is simple, the production cost is low, and the yield is high, and has a good industrial application prospect. (by machine translation)
One-pot multi-component synthesis of N,N′-alkylidene bisamides and imidazoles using heteropoly-11-tungsto-1-vanadophosphoric acid supported on natural clay as catalyst: A green approach
Selvakumar, Karuppaiah,Shanmugaprabha, Thangamariyappan,Kumaresan, Murugan,Sami, Ponnusamy
, p. 2115 - 2126 (2017/10/31)
One-pot multi-component synthesis of N,N′-alkylidene bisamides, 2,4,5-trisubstituted imidazoles and 1,2,4,5-tetrasubstituted imidazoles in the presence of catalytic material heteropoly-11-tungsto-1-vanadophosphoric acid (HPV) supported on activated natura
Synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles in water using p-dodecylbenzenesulfonic acid as catalyst
Das, Biswanath,Kashanna, Jajula,Kumar, Rathod Aravind,Jangili, Paramesh
, p. 223 - 226 (2013/07/27)
2,4,5-Trisubstituted imidazoles have been synthesized by treatment of benzil with aldehydes and ammonium acetate in water under reflux in the presence of p-dodecylbenzenesulfonic acid as catalyst. The same reaction using an additional amine affords 1,2,4,
One-pot synthesis of polysubstituted imidazoles in a bronsted acidic deep eutectic solvent
Wang, Liang,Zhong, Xia,Zhou, Min,Zhou, Wei-You,Chen, Qun,He, Ming-Yang
, p. 236 - 238 (2013/07/05)
A Bronsted acidic deep eutectic solvent based on choline chloride and p-toluenesulfonic acid was prepared and was found to be effective for the one-pot synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles with high yields. In addition, the deep eutectic solvent is non-toxic, cost-effective and recyclable.
Metal-free, acid-promoted synthesis of imidazole derivatives via a multicomponent reaction
Chen, Chung-Yu,Hu, Wan-Ping,Yan, Pi-Cheng,Senadi, Gopal Chandru,Wang, Jeh-Jeng
supporting information, p. 6116 - 6119 (2014/01/17)
An expedient and metal-free synthetic route has been developed for the construction of tri- and tetrasubstituted imidazole derivatives via acid promoted multicomponent reaction methodology. The reaction proceeded smoothly with a range of functionalities to produce the imidazole scaffolds in good to excellent yields.
Efficient synthesis of 5-substituted 2,3-diphenyl and 5-substituted 1-aryl-2,3-diphenyl imidazoles using polyethylene glycol
Das, Biswanath,Sudhakar, Chithaluri,Srinivas, Yallamalla
experimental part, p. 2667 - 2675 (2010/10/21)
Treatment of benzoin with an aldehyde and NH4OAc in polyethylene glycol (PEG-400) under reflux afforded a 5-substituted 2,3-diphenyl imidazole while the same reaction along with an additional aniline produced 5-substituted 1-aryl 2,3-diphenyl imidazole. No any catalyst or solvent was required to carry out this conversion, and the imidazoles were formed in excellent yields.
