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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 23
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Original Articles

An Efficient Procedure for the Synthesis of Benzimidazole Derivatives Using Yb(OTf)3 as Catalyst Under Solvent‐Free Conditions

Limin Wang Institute of Fine Chemicals, East China University of Science and Technology, 130 Meilong Lu, Shanghai, 200237, P. R. ChinaCorrespondence[email protected] [email protected]
,
Jia Sheng Institute of Fine Chemicals, East China University of Science and Technology, 130 Meilong Lu, Shanghai, 200237, P. R. China
,
He Tian Institute of Fine Chemicals, East China University of Science and Technology, 130 Meilong Lu, Shanghai, 200237, P. R. China
&
Changtao Qian Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, P. R. China
Pages 4265-4272 | Received 31 Mar 2004, Published online: 10 Jan 2011

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Mohammad Nikbin, Ebrahim Mollashahi, Malek Taher Maghsoodlou & Mojtaba Lashkari. (2023) An Efficient Procedure for the Synthesis of 2-Arylsubstituted Benzimidazoles Catalyzed by Co (II) Immobilized on Fe3O4@SiO2-NH2/EP@SAA as a Recyclable Nanomagnetic Catalyst. Organic Preparations and Procedures International 55:5, pages 444-451.
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Reyhaneh Pourhasan-Kisomi, Farhad Shirini & Mostafa Golshekan. (2021) Synthetic Applications of a New Magnetic Mesoporous Nanocomposite Catalyst Fe3O4@MCM-41@NH-SO3H. Organic Preparations and Procedures International 53:2, pages 166-175.
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Fatemeh Pakpour Roudsari, Mohadeseh Seddighi, Farhad Shirini & Hassan Tajik. (2020) Application of [PVP-SO3H] HSO4 as an Efficient Polymeric-Based Solid Acid Catalyst in the Synthesis of Some Benzimidazole Derivatives. Organic Preparations and Procedures International 52:4, pages 340-353.
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Choltirosn Sutapin & Suwabun Chirachanchai. (2018) Cyclization of aromatic aldehydes and phenylenediamines under reduced pressure: A convenient, environmentally friendly, and simple procedure for benzimidazole precursors. Synthetic Communications 48:6, pages 650-655.
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Changiz Karami, Mozaffar Abdollahifar, Farahnaz Jahani, Azita Farrokhi & Mohammad Ali Taher. (2017) The preparation and characterization of flower-like boehmite nanoparticles-SA: A new and reusable nanocatalyst for the synthesis of 2-aryl-1H-benzimidazoles. Inorganic and Nano-Metal Chemistry 47:4, pages 626-631.
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Mohammad Abdollahi-Alibeik, Marzieh Moosavifard & Safoora Poorirani. (2013) Synthesis of 2-Substituted Benzimidazoles in the Presence of Polyaniline Nanoparticles Doped With 12-Tungstophosphoric Acid as Reusable Heterogeneous Catalyst. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry 43:10, pages 1365-1371.
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Babak Kaboudin, Minoo Khodamorady & Yaghoub Abedi. (2013) A Practical and Convenient Method for the Synthesis of Some Benzimidazoles. Organic Preparations and Procedures International 45:2, pages 162-167.
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Chelsea Fortenberry, Baskar Nammalwar & RichardA. Bunce. (2013) Ammonium Chloride-catalyzed Synthesis of Benzo-fused Heterocycles from o-Substituted Anilines and Orthoesters. Organic Preparations and Procedures International 45:1, pages 57-65.
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Articles from other publishers (41)

Drashti Shah, Ashish Patel, Stuti Patel, Meshwa Mehta, Yug Patel, Bhargav Bhimani & Tushar Bambharoliya. (2023) Ultrasound-Assisted Synthesis of Benzimidazole Derivatives: A Catalyst-Free Green Chemistry Approach. Russian Journal of Organic Chemistry 59:8, pages 1397-1406.
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Bikash Sharma, Anjulika Ghosh, Manoj Kumar Dubey, Rakeshwar Bandichhor & Saibal Kumar Das. (2023) A Novel Gateway to InCl 3 catalyzed N ‐Formylation of Amines: An Access to 2‐unsubstituted, N ‐unsubstituted Benzimidazoles . ChemistrySelect 8:25.
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Santosh Rangnath Deshmukh, Archana Subhash Nalkar & Shankar Ramchandra Thopate. (2022) Water-Mediated Green Synthesis of Benzimidazoles Using Pyruvic Acid: A Comparable Study of Ultra-sonication versus Conventional Heating. Letters in Organic Chemistry 19:7, pages 511-519.
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Hengzhao Li, Yuntong Zhang, Zihan Yan, Zemin Lai, Ruoyan Yang, Mengqi Peng, Yanhao Sun & Jie An. (2022) Methanol as the C 1 source: redox coupling of nitrobenzenes and alcohols for the synthesis of benzimidazoles . Green Chemistry 24:2, pages 748-753.
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Ali Allahresani, Elaheh Naghdi & Mohammad Ali Nasseri. (2020) Catalytic activity of Co(II) Salen@KCC-1 on the synthesis of 2,4,5-triphenyl-1H-imidazoles and benzimidazoles. Inorganic Chemistry Communications 119, pages 108137.
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Zahra Khademi & Kobra Nikoofar. (2020) Applications of alkyl orthoesters as valuable substrates in organic transformations, focusing on reaction media. RSC Advances 10:51, pages 30314-30397.
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Mohd. Faheem, Anjali Rathaur, Apoorva Pandey, Vinay Kumar Singh & Anjani K. Tiwari. (2020) A Review on the Modern Synthetic Approach of Benzimidazole Candidate. ChemistrySelect 5:13, pages 3981-3994.
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Raju Kagne, Sandeep Niwadange, Virbhadra Kalalawe, Raoji Gutte & Dashrath Munde. (2019) Sulfated Tin Oxide: An Immensely Potent and Reusable Catalyst for the Synthesis of Benzimidazole Derivatives. Macromolecular Symposia 387:1.
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Mohammad Ali Taher, Changiz Karami, Mehdi Sheikh Arabi, Hossein Ahmadian & Yasaman Karami. (2015) Efficient FeCl3/SiO2 as heterogeneous nanocatalysis for the synthesis of benzimidazoles under mild conditions. International Nano Letters 6:2, pages 85-90.
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Maede Hasanpour, Hossein Eshghi, Mehdi Bakavoli & Mahdi Mirzaeia. (2015) A Novel Ionic Liquid Based on Imidazolium Cation as an Efficient and Reusable Catalyst for the One‐pot Synthesis of Benzoxazoles, Benzthiazoles, Benzimidazoles and 2‐Arylsubstituted Benzimidazoles. Journal of the Chinese Chemical Society 62:5, pages 412-419.
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Pramod P. Kattimani, Ravindra R. Kamble & Gangadhar Y. Meti. (2015) Expedient synthesis of benzimidazoles using amides. RSC Advances 5:37, pages 29447-29455.
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Ramineni Srinivasulu, Kannasani Ravi Kumar & Peruri Veera Venkata Satyanarayana. (2014) Facile and Efficient Method for Synthesis of Benzimidazole Derivatives Catalyzed by Zinc Triflate. Green and Sustainable Chemistry 04:01, pages 33-37.
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Waheed Ahmad Khanday & Radha Tomar. (2014) Conversion of zeolite—A in to various ion-exchanged catalytic forms and their catalytic efficiency for the synthesis of benzimidazole. Catalysis Communications 43, pages 141-145.
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Fen Wang, Michelle Tran-Dubé, Stephanie Scales, Sarah Johnson, Indrawan McAlpine & Sacha Ninkovic. (2013) A simple and convenient two-step, one-pot synthesis of hetero-imidazoles from nitroaminoaryls catalyzed by Ytterbium triflate. Tetrahedron Letters 54:31, pages 4054-4057.
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SHABNAM SHESHMANI. (2013) Catalytic application of two novel sandwich-type polyoxometalates in synthesis of 14-substituted-14H-dibenzo[a, j]xanthenes. Journal of Chemical Sciences 125:2, pages 345-351.
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Monika M. Karpińska, Joanna Matysiak, Andrzej Niewiadomy, Joanna Wietrzyk & Dagmara Kłopotowska. (2011) Synthesis and biological activity of novel 4- and 6-(1-alkyl/aryl-1H-benzimidazol-2-yl)benzene-1,3-diols. Monatshefte für Chemie - Chemical Monthly 143:2, pages 269-276.
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Juyan Liu, Qian Liu, Wei Xu & Weilu Wang. (2011) Expeditious and Efficient Synthesis of Benzoxazoles, Benzothiazoles, Benzimidazoles Catalyzed by Ga(OTf) 3 under Solvent‐Free Conditions . Chinese Journal of Chemistry 29:8, pages 1739-1744.
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Ranjith. P. Karuvalam, M. Siji, N. Divia.Karickal. R. Haridas. (2010) Tetra Butyl Ammonium Chloride Catalyzed Synthesis of Substituted Benzimidazoles under Microwave Conditions. Journal of the Korean Chemical Society 54:5, pages 589-593.
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Lakshman S. Gadekar, Balasaheb R. Arbad & Machhindra K. Lande. (2010) Eco-friendly synthesis of benzimidazole derivatives using solid acid scolecite catalyst. Chinese Chemical Letters 21:9, pages 1053-1056.
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Abasaheb V. Patil, Babasaheb P. Bandgar & Soo-Hyoung Lee. (2010) Silica Supported Fluoroboric Acid: An Efficient and Reusable Heterogeneous Catalyst for Facile Synthesis of 2-Aliphatic Benzothiazoles, Benzoxazoles, Benzimidazoles and Imidazo[4,5-b]pyridines. Bulletin of the Korean Chemical Society 31:6, pages 1719-1722.
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Deepak V. Dekhane, Shivaji S. Pawar, Sunil V. Gupta, Murlidhar S. Shingare & Shivaji N. Thore. (2010) Lithium bromide catalyzed solvent free method for synthesis of 2-substituted benzimidazoles and imidazopyridines. Chinese Chemical Letters 21:5, pages 519-523.
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Jung June Lee, Jihye Kim, Young Moo Jun, Byung Min Lee & Byeong Hyo Kim. (2009) Indium-mediated one-pot synthesis of benzoxazoles or oxazoles from 2-nitrophenols or 1-aryl-2-nitroethanones. Tetrahedron 65:43, pages 8821-8831.
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Rangappa S. Keri, Kallappa M. Hosamani, Harisha R. Seetharama Reddy & Ramya V. Shingalapur. (2009) Wells–Dawson Heteropolyacid: An Efficient Recyclable Catalyst for the Synthesis of Benzimidazoles Under Microwave Condition. Catalysis Letters 131:3-4, pages 552-559.
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Jared F. Mike, Andrew J. Makowski & Malika Jeffries-EL. (2008) An Efficient Synthesis of 2,6-Disubstituted Benzobisoxazoles: New Building Blocks for Organic Semiconductors. Organic Letters 10:21, pages 4915-4918.
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Shivaji S. Pawar, Deepak V. Dekhane, Murlidhar S. Shingare & Shivaji N. Thore. (2008) Glyoxylic acid as catalyst: A simple selective synthesis of 1,2-disubstituted benzimidazoles in aqueous media. Chinese Chemical Letters 19:9, pages 1055-1058.
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Li‐Min WANG, Yuan‐Yuan SUI & Liang ZHANG. (2008) Synthesis of 14‐{[(Un)substituted phenyl] or alkyl}‐14 H ‐dibenzo[ a , j ]xanthenes Using Yb(OTf) 3 as an Efficient Catalyst under Solvent‐free Conditions . Chinese Journal of Chemistry 26:6, pages 1105-1108.
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Augusto Rivera, Miguel Angel Navarro & Jaime R弛s-Motta. (2008) Solvent-Free Synthesis of 2-(1H-Benzimidazol-1-ylmethyl)-4-substituted 1-Hydroxyaryl by the Two Component Mannich Reaction between 6H,13H-5:12,7:14-Dimethanedibenzo-[d,i][1,3,6,8]tetraazecine (DMDBTA) and Phenols. HETEROCYCLES 75:7, pages 1651.
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Ling Yuan, Bobby G. Sumpter, Khalil A. Abboud & Ronald K. Castellano. (2008) Links between through-bond interactions and assembly structure in simple piperidones. New Journal of Chemistry 32:11, pages 1924.
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Zhan‐Hui Zhang, Jian‐Jiong Li, Yuan‐Zhe Gao & Yu‐Heng Liu. (2009) Synthesis of 2‐substituted benzimidazoles by iodine‐mediated condensation of orthoesters with 1,2‐phenylenediamines. Journal of Heterocyclic Chemistry 44:6, pages 1509-1512.
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Zhan-Hui Zhang, Liang Yin & Yong-Mei Wang. (2007) An expeditious synthesis of benzimidazole derivatives catalyzed by Lewis acids. Catalysis Communications 8:7, pages 1126-1131.
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Li‐Min Wang, Liang Zhang, Liang Hu & He Tian. (2007) Highly Efficient One‐Pot Synthesis of 2‐Arylmethyl N ‐Substituted Anilines via Yb(OTf) 3 Catalyzed Three‐Component Reaction . Chinese Journal of Chemistry 25:3, pages 370-374.
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Zhan-Hui Zhang, Tong-Shuang Li & Jian-Jiong Li. (2006) A Highly Effective Sulfamic Acid/Methanol Catalytic System for the Synthesis of Benzimidazole Derivatives at Room Temperature. Monatshefte für Chemie - Chemical Monthly 138:1, pages 89-94.
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