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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 39, 2009 - Issue 3
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Original Articles

Antimony Trioxide as an Efficient Lewis Acid Catalyst for the Synthesis of 5-Substituted 1H-Tetrazoles

G. Venkateshwarlu Department of Chemistry, Osmania University, Hyderabad, India
,
K. C. Rajanna Department of Chemistry, Osmania University, Hyderabad, IndiaCorrespondence[email protected]
&
P. K. Saiprakash Department of Chemistry, Osmania University, Hyderabad, India
Pages 426-432 | Received 24 Apr 2008, Published online: 08 Jan 2009

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Abdel-AzizS. El-Ahl, FattyA. Amer & AkramH. Elbeheery. (2011) Efficient Uncatalyzed Conversion of Primary and Secondary Thioamides into 1-Substituted, 5-Substituted, 1, 5-Disubstituted and Annulated Tetrazoles. Phosphorus, Sulfur, and Silicon and the Related Elements 186:11, pages 2226-2235.
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Articles from other publishers (32)

Riham Sghyar, S.M. Basavarajaiah, Alae Chda, Oussama Moussaoui, El Mestafa El Hadrami, Abdeslem Ben-Tama, Lotfi Aarab, Joel T. Mague, K. Prashantha, Mohammad Javeed, Nada Kheira Sebbar & El Mokhtar Essassi. (2023) Design, synthesis, biological evaluation on immune cell proliferation, crystal structures, spectroscopic characterizations, DFT calculations, ADME analysis, and molecular docking studies with COX of novel tetrazole-Galactopyranosyl analogues. Journal of Molecular Structure 1287, pages 135695.
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Duncan H. Moseley, Craig A. Bridges, Luke L. Daemen, Qiang Zhang, Michael A. McGuire, Ercan Cakmak & Raphaël P. Hermann. (2023) Structure and Anharmonicity of α- and β-Sb2O3 at Low Temperature. Crystals 13:5, pages 752.
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Amitava Rakshit, Hirendra Nath Dhara, Ashish Kumar Sahoo & Bhisma K. Patel. (2022) The Renaissance of Organo Nitriles in Organic Synthesis. Chemistry – An Asian Journal 17:21.
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Anil Verma, Balwinder Kaur, Sneha Venugopal, Pankaj Wadhwa, Sanjeev Sahu, Paranjeet Kaur, Deepak Kumar & Ajit Sharma. (2022) Tetrazole: A privileged scaffold for the discovery of anticancer agents. Chemical Biology & Drug Design 100:3, pages 419-442.
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Juan Angel Sans, Francisco Javier Manjón, André Luis de Jesus Pereira, Javier Ruiz-Fuertes, Catalin Popescu, Alfonso Muñoz, Plácida Rodríguez-Hernández, Julio Pellicer-Porres, Vanesa Paula Cuenca-Gotor, Julia Contreras-García, Jordi Ibañez & Virginia Monteseguro. (2021) Unveiling the role of the lone electron pair in sesquioxides at high pressure: compressibility of β-Sb 2 O 3 . Dalton Transactions 50:16, pages 5493-5505.
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S.N.Murthy Boddapati, Jagan Mohana Rao Saketi, Baby Ramana Mutchu, Hari Babu Bollikolla, Syed Farooq Adil & Mujeeb Khan. (2020) Copper promoted desulfurization and C-N cross coupling reactions: Simple approach to the synthesis of substituted 2-aminobenzoxazoles and 2,5-disubstituted tetrazole amines. Arabian Journal of Chemistry 13:2, pages 4477-4494.
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Lizhen Hou, Lulu Zheng, Shiliang Wang & Han Huang. (2019) Young’s modulus of Sb2O3 micro- and nanowires determined accurately by a nanomanipulation-assisted thermal resonance method. AIP Advances 9:8.
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Mahmoud Abd El Aleem Ali Ali El‐Remaily & O.M. Elhady. (2019) Iron (III)‐porphyrin Complex FeTSPP as an efficient catalyst for synthesis of tetrazole derivatives via [2 + 3]cycloaddition reaction in aqueous medium . Applied Organometallic Chemistry 33:8.
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Dipak S. Dalal, Dipak R. Patil & Yogesh A. Tayade. (2018) β‐Cyclodextrin: A Green and Efficient Supramolecular Catalyst for Organic Transformations. The Chemical Record 18:11, pages 1560-1582.
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Jamshid Azarnia Mehraban, Kobra Azizi, Mahsa Sadat Jalali & Akbar Heydari. (2018) Choline Azide: New Reagent and Ionic Liquid in Catalyst-Free and Solvent-Free Synthesis of 5-Substituted-1 H -Tetrazoles: A Triple Function Reagent . ChemistrySelect 3:1, pages 116-121.
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Fooleswar Verma, Anjumala Sahu, Puneet K. Singh, Ankita Rai, Manorama Singh & Vijai K. Rai. (2018) Visible-light driven regioselective synthesis of 1 H -tetrazoles from aldehydes through isocyanide-based [3 + 2] cycloaddition . Green Chemistry 20:16, pages 3783-3789.
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Daniel S. Treitler, Simon Leung & Mark Lindrud. (2017) Development and Demonstration of a Safer Protocol for the Synthesis of 5-Aryltetrazoles from Aryl Nitriles. Organic Process Research & Development 21:3, pages 460-467.
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Mohammad Navid Soltani Rad, Somayeh Behrouz, Vahid Sadeghi Dehchenari & S. Jafar Hoseini. (2017) Cu/Graphene/Clay Nanohybrid: A Highly Efficient Heterogeneous Nanocatalyst for Synthesis of New 5-Substituted-1 H -Tetrazole Derivatives Tethered to Bioactive N -Heterocyclic Cores . Journal of Heterocyclic Chemistry 54:1, pages 355-365.
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Rajat Chakraborty, Punam Mukhopadhyay & Bipin Kumar. (2016) Optimal biodiesel-additive synthesis under infrared excitation using pork bone supported-Sb catalyst: Engine performance and emission analyses. Energy Conversion and Management 126, pages 32-41.
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Fatemeh Abrishami, Maryam Ebrahimikia & Fatemeh Rafiee. (2015) Synthesis of 5-substituted 1 H -tetrazoles using a recyclable heterogeneous nanonickel ferrite catalyst . Applied Organometallic Chemistry 29:11, pages 730-735.
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Alireza Najafi Chermahini, Masoud Khani Omran, Hossein A. Dabbagh, Gholamhossein Mohammadnezhad & Abbas Teimouri. (2015) Application of a functionalized mesoporous silica catalyst to the synthesis of tetrazoles. New Journal of Chemistry 39:6, pages 4814-4820.
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Paramasivam Sivaguru, Kaliyan Bhuvaneswari, Rangasamy Ramkumar & Appaswami Lalitha. (2014) Synthesis of 5-substituted 1H-tetrazoles catalyzed by ceric ammonium nitrate supported HY-zeolite. Tetrahedron Letters 55:41, pages 5683-5686.
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Gangadhar A. Meshram, Shruti S. Deshpande, Pramod A. Wagh & Vipul A. Vala. (2014) Silica supported lanthanum triflate mediated synthesis of 5-substituted-1H tetrazoles. Tetrahedron Letters 55:25, pages 3557-3560.
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Dan Kong, Yanyan Liu, Juan Zhang, Hongbian Li, Xiangyu Wang, Guangyu Liu, Baojun Li & Zheng Xu. (2014) Hierarchically porous AlPO-5-based microspheres as heterogeneous catalysts for the synthesis of 5-substituted 1H-tetrazoles via [3+2] cycloaddition. New J. Chem. 38:7, pages 3078-3083.
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Leiming Lang, Hong Zhou, Mengwei Xue, Xiaofeng Wang & Zheng Xu. (2013) Mesoporous ZnS hollow spheres-catalyzed synthesis of 5-substituted 1H-tetrazoles. Materials Letters 106, pages 443-446.
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Umanadh Yapuri, Sadanandam Palle, Omprakash Gudaparthi, Srinivasa Reddy Narahari, Dhwajbahadur K. Rawat, Khagga Mukkanti & Jyothi Vantikommu. (2013) Ligand-free nano copper oxide catalyzed cyanation of aryl halides and sequential one-pot synthesis of 5-substituted-1H-tetrazoles. Tetrahedron Letters 54:35, pages 4732-4734.
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Nilo Zanatta, Fabio M. da Silva, Andreia M. P. W. da Silva, Estefania da C. Aquino, Helio G. Bonacorso & Marcos A. P. Martins. (2013) An Efficient Two-Step Synthesis of New 5-Substituted-1 H -tetrazoles of Biological Interest . Journal of Heterocyclic Chemistry 50:4, pages 868-873.
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Dipak R. Patil, Yogesh B. Wagh, Pravin G. Ingole, Kripal Singh & Dipak S. Dalal. (2013) β-Cyclodextrin-mediated highly efficient [2+3] cycloaddition reactions for the synthesis of 5-substituted 1H-tetrazoles. New Journal of Chemistry 37:10, pages 3261.
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F. Aneesa, K. C. Rajanna, Y. Arun Kumar & M. Arifuddin. (2012) Transition Metal Ions as Efficient Catalysts for Facile Ortho-Formylation of Phenols under Vilsmeier–Haack Conditions. Organic Chemistry International 2012, pages 1-7.
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Dipak R. Patil, Mukesh B. Deshmukh & Dipak S. Dalal. (2012) Ammonium acetate mediated synthesis of 5-substituted 1H-tetrazoles. Journal of the Iranian Chemical Society 9:5, pages 799-803.
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Sandeep M. Agawane & Jayashree M. Nagarkar. (2012) Synthesis of 5-substituted 1H-tetrazoles using a nano ZnO/Co3O4 catalyst. Catalysis Science & Technology 2:7, pages 1324.
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B. Sreedhar, A. Suresh Kumar & Divya Yada. (2011) CuFe2O4 nanoparticles: a magnetically recoverable and reusable catalyst for the synthesis of 5-substituted 1H-tetrazoles. Tetrahedron Letters 52:28, pages 3565-3569.
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David Cantillo, Bernhard Gutmann & C. Oliver Kappe. (2011) Mechanistic Insights on Azide−Nitrile Cycloadditions: On the Dialkyltin Oxide−Trimethylsilyl Azide Route and a New Vilsmeier−Haack-Type Organocatalyst. Journal of the American Chemical Society 133:12, pages 4465-4475.
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Larry Yet. 2011. 217 257 .
Bernhard Gutmann, Jean‐Paul Roduit, Dominique Roberge & C. Oliver Kappe. (2010) Synthesis of 5‐Substituted 1 H ‐Tetrazoles from Nitriles and Hydrazoic Acid by Using a Safe and Scalable High‐Temperature Microreactor Approach . Angewandte Chemie International Edition 49:39, pages 7101-7105.
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Bernhard Gutmann, Jean‐Paul Roduit, Dominique Roberge & C. Oliver Kappe. (2010) Synthesis of 5‐Substituted 1 H ‐Tetrazoles from Nitriles and Hydrazoic Acid by Using a Safe and Scalable High‐Temperature Microreactor Approach . Angewandte Chemie 122:39, pages 7255-7259.
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G. Venkateshwarlu, K. C. Rajanna & P. K. Saiprakash. (2009) ChemInform Abstract: Antimony Trioxide as an Efficient Lewis Acid Catalyst for the Synthesis of 5‐Substituted 1H‐Tetrazoles. ChemInform 40:26.
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