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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 37, 2007 - Issue 19
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Original Articles

Europium Triflate–Catalyzed One‐Pot Synthesis of 2,4,5‐Trisubstituted‐1H‐imidazoles via a Three‐component Condensation

Chuanming Yu College of Pharmaceutical Sciences, Zhejiang University of Technology, Zhejiang Key Laboratory of Pharmaceutical Engineering, Hangzhou, China
,
Min Lei College of Pharmaceutical Sciences, Zhejiang University of Technology, Zhejiang Key Laboratory of Pharmaceutical Engineering, Hangzhou, China
,
Weike Su College of Pharmaceutical Sciences, Zhejiang University of Technology, Zhejiang Key Laboratory of Pharmaceutical Engineering, Hangzhou, ChinaCorrespondence[email protected]
&
Yuanyuan Xie College of Pharmaceutical Sciences, Zhejiang University of Technology, Zhejiang Key Laboratory of Pharmaceutical Engineering, Hangzhou, China
Pages 3301-3309 | Received 21 Dec 2006, Published online: 05 Oct 2007

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Behrooz Maleki, Golnoosh Esmailian Kahoo & Reza Tayebee. (2015) One-pot Synthesis of Polysubstituted Imidazoles Catalyzed by an Ionic liquid. Organic Preparations and Procedures International 47:6, pages 461-472.
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Min Wang, Jingjing Gao & Zhiguo Song. (2010) A PRACTICAL AND GREEN APPROACH TOWARD SYNTHESIS OF 2,4,5-TRISUBSTITUTED IMIDAZOLES WITHOUT ADDING CATALYST. Preparative Biochemistry & Biotechnology 40:4, pages 347-353.
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Runxia Wang, Chunsheng Liu & Genxiang Luo. (2010) A convenient synthesis of 2,4,5-triarylimidazoles catalyzed by Y(TFA)3 . Green Chemistry Letters and Reviews 3:2, pages 101-104.
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Articles from other publishers (30)

Sailesh Chettri, Sumiran Tamang, Kiran Pradhan, Biswajit Sinha & Dhiraj Brahman. (2023) Copper borate (CuB 4 O 7 )-promoted multi-component green synthesis of 2,4,5-triarylimidazole derivatives and evidence of in situ conversion of copper borate (CuB 4 O 7 ) into Cu(OAc) 2 in the presence of NH 4 OAc . RSC Advances 13:29, pages 19846-19855.
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Benu Chaudhary, Deepak Singla, Preeti Arya, Abhishek Dabra, Parveen Kumar, Obaid Afzal, Abdulmalik Saleh Alfawaz Altamimi, Sami I. Alzarea, Imran Kazmi, Fahad A. Al‐Abbasi, Gaurav Gupta & Madan Mohan Gupta. (2022) Versatile imidazole synthesis via multicomponent reaction approach. Journal of Heterocyclic Chemistry 60:4, pages 523-536.
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G. Varvounis, V. Gkalpinos, P. Theodorakopoulou & E. Tsemperlidou. 2022. Comprehensive Heterocyclic Chemistry IV. Comprehensive Heterocyclic Chemistry IV 113 307 .
Mohammad Ali Karimi Zarchi, Kazem Behboodi & Bibi Fatemeh Mirjalili. (2021) Synthesis and characterization of a new polymeric catalyst and used for the synthesis of imidazole derivatives. Research on Chemical Intermediates 47:12, pages 4929-4942.
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Hubert Casajus, Aurélie Lagarde, Martin Leremboure, Thomas De Dios Miguel, Lionel Nauton, Vincent Thery, Wolf‐Dieter Fessner, Nicolas Duguet, Franck Charmantray & Laurence Hecquet. (2020) Enzymatic Synthesis of Aliphatic Acyloins Catalyzed by Thermostable Transketolase. ChemCatChem 12:22, pages 5772-5779.
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Nidhi Rani, Praveen Kumar & Randhir Singh. (2020) Molecular Modeling Studies of Halogenated Imidazoles against 14α- Demethylase from Candida Albicans for Treating Fungal Infections. Infectious Disorders - Drug Targets 20:2, pages 208-222.
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Sania Pervaiz, Sadaf Mutahir, Islam Ullah, Muhammad Ashraf, Xiao Liu, Sidrah Tariq, Bao‐Jing Zhou & Muhammad Asim Khan. (2020) Organocatalyzed Solvent Free and Efficient Synthesis of 2,4,5‐Trisubstituted Imidazoles as Potential Acetylcholinesterase Inhibitors for Alzheimer's Disease. Chemistry & Biodiversity 17:3.
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Shivani Naidoo & Vineet Jeena. (2018) One‐Pot, Two‐Step Metal and Acid‐Free Synthesis of Trisubstituted Imidazole Derivatives via Oxidation of Internal Alkynes Using an Iodine/DMSO System. European Journal of Organic Chemistry 2019:5, pages 1107-1113.
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Zeinab Hamidi & Mohammad Ali Karimi Zarchi. (2018) Synthesis of polymer-supported Fe3O4 nanoparticles and their application as a novel route for the synthesis of imidazole derivatives. Research on Chemical Intermediates 44:11, pages 6995-7011.
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Prasad Ganji & Piet W. N. M. van Leeuwen. (2017) Phosphine Supported Ruthenium Nanoparticle Catalyzed Synthesis of Substituted Pyrazines and Imidazoles from α-Diketones. The Journal of Organic Chemistry 82:3, pages 1768-1774.
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Vineet Jeena & Mncedisi Mazibuko. (2017) Selenium Dioxide Mediated Benzylic sp3 C-H Oxidation in Acetic Acid: Synthesis of Lophine Derivatives from α-Methylene Ketones via a Domino Multicomponent Reaction. HETEROCYCLES 94:10, pages 1909.
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Andranik Petrosyan, Peter Ehlers, Sebastian Reimann, Tariel V. Ghochikyan, Ashot S. Saghyan, Anke Spannenberg, Stefan Lochbrunner & Peter Langer. (2015) Synthesis of tetraaryl- and tetraalkenylpyrazines by Suzuki–Miyaura reactions of tetrachloropyrazine. Tetrahedron 71:38, pages 6803-6812.
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Majid M. Heravi, Mansoureh Daraie & Vahideh Zadsirjan. (2015) Current advances in the synthesis and biological potencies of tri- and tetra-substituted 1H-imidazoles. Molecular Diversity 19:3, pages 577-623.
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Xiaowen Xu & Yiqun Li. (2014) Ferric(III) nitrate supported on kieselguhr: a reusable and inexpensive catalyst for one-pot three-component synthesis of 2,4,5-trisubstituted imidazole derivatives under solvent-free conditions. Research on Chemical Intermediates 41:7, pages 4169-4176.
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Eugenia Marqués‐López & Raquel P. Herrera. 2015. Multicomponent Reactions. Multicomponent Reactions 382 415 .
Behrooz Maleki, Hossein Eshghi, Amir Khojastehnezhad, Reza Tayebee, Samaneh Sedigh Ashrafi, Golnoosh Esmailian Kahoo & Farid Moeinpour. (2015) Silica coated magnetic NiFe 2 O 4 nanoparticle supported phosphomolybdic acid; synthesis, preparation and its application as a heterogeneous and recyclable catalyst for the one-pot synthesis of tri- and tetra-substituted imidazoles under solvent free conditions . RSC Advances 5:80, pages 64850-64857.
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Ali Maleki & Reza Paydar. (2015) Graphene oxide–chitosan bionanocomposite: a highly efficient nanocatalyst for the one-pot three-component synthesis of trisubstituted imidazoles under solvent-free conditions. RSC Advances 5:42, pages 33177-33184.
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Hemant V. Chavan & Dattatraya K. Narale. (2014) Synthesis of 2,4,5-triaryl and 1,2,4,5-tetraaryl imidazoles using silica chloride as an efficient and recyclable catalyst under solvent-free conditions. Comptes Rendus. Chimie 17:10, pages 980-984.
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Zijun Xiao & Jian R. Lu. (2014) Strategies for enhancing fermentative production of acetoin: A review. Biotechnology Advances 32:2, pages 492-503.
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ALI MOHAMMADI, HOSSEIN KESHVARI, REZA SANDAROOS, HAMED ROUHI & ZEINALABEDIN SEPEHR. (2012) A novel polymeric catalyst for the one-pot synthesis of 2,4,5-triaryl-1H-imidazoles. Journal of Chemical Sciences 124:3, pages 717-722.
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Behrooz Maleki, Hossein Keshvari Shirvan, Fereshteh Taimazi & Elahe Akbarzadeh. (2012) Sulfuric Acid Immobilized on Silica Gel as Highly Efficient and Heterogeneous Catalyst for the One-Pot Synthesis of 2,4,5-Triaryl-1H-imidazoles. International Journal of Organic Chemistry 02:01, pages 93-99.
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Zhiyong Xiao, Min Lei & Lihong Hu. (2011) An unexpected multi-component reaction to synthesis of 3-(5-amino-3-methyl-1H-pyrazol-4-yl)-3-arylpropanoic acids in ionic liquid. Tetrahedron Letters 52:52, pages 7099-7102.
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Kun Zhao, Min Lei, Lei Ma & Lihong Hu. (2011) A facile protocol for the synthesis of 4-aryl-1,4,7,8-tetrahydro-3,5-dimethyldipyrazolo[3,4-b:4′,3′-e]pyridine derivatives by a Hantzsch-type reaction. Monatshefte für Chemie - Chemical Monthly 142:11, pages 1169-1173.
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Min Lei, Lei Ma & Lihong Hu. (2011) A green, efficient, and rapid procedure for the synthesis of 2-amino-3-cyano-1,4,5,6-tetrahydropyrano[3,2-c]quinolin-5-one derivatives catalyzed by ammonium acetate. Tetrahedron Letters 52:20, pages 2597-2600.
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Chhanda Mukhopadhyay, Pradip Kumar Tapaswi & Michael G.B. Drew. (2010) Room temperature synthesis of tri-, tetrasubstituted imidazoles and bis-analogues by mercaptopropylsilica (MPS) in aqueous methanol: application to the synthesis of the drug trifenagrel. Tetrahedron Letters 51:30, pages 3944-3950.
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Edouard Chauveau, Catherine Marestin, Frédéric Schiets & Régis Mercier. (2010) Synthesis of 2,4,5-triarylimidazoles in aqueous solution, under microwave irradiation. Green Chemistry 12:6, pages 1018.
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Xi Cun Wang, Hai Peng Gong, Zheng Jun Quan, Lei Li & He Lin Ye. (2009) PEG-400 as an efficient reaction medium for the synthesis of 2,4,5-triaryl-1H-imidazoles and 1,2,4,5-tetraaryl-1H-imidazoles. Chinese Chemical Letters 20:1, pages 44-47.
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Larry Yet. 2009. A critical review of the 2007 literature preceded by two chapters on current heterocyclic topics. A critical review of the 2007 literature preceded by two chapters on current heterocyclic topics 190 219 .
Edouard Chauveau, Catherine Marestin, Vincent Martin & Régis Mercier. (2008) Microwave-assisted polymerization process: A way to design new, high molecular weight poly(arylimidazole)s. Polymer 49:24, pages 5209-5214.
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Chuanming Yu, Min Lei, Weike Su & Yuanyuan Xie. (2008) ChemInform Abstract: Europium Triflate‐Catalyzed One‐Pot Synthesis of 2,4,5‐Trisubstituted‐1H‐imidazoles via a Three‐Component Condensation.. ChemInform 39:10.
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