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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 12
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Original Articles

Iodobenzene Diacetate Mediated Solid‐State Synthesis of Heterocyclyl‐1,3,4‐oxadiazoles

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Pages 2153-2157 | Received 10 Feb 2004, Published online: 17 Aug 2006

Keep up to date with the latest research on this topic with citation updates for this article.

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Yogesh B. Wagh, Kiran S. Dalal, Swapnil A. Padvi, Santosh S. Terdale, Dipak S. Dalal & Pramod P. Mahulikar. (2023) Efficient and Greener Synthesis of Functionalized Isoniazid Azomethines from Aromatic Aldehydes and Isatins Using Citric Acid in Aqueous Ethanol. Polycyclic Aromatic Compounds 43:1, pages 421-433.
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FinianJ. Leeper & JamesM. Kelly. (2013) Synthesis of 3,4-Disubstituted Pyrroles. A Review. Organic Preparations and Procedures International 45:3, pages 171-210.
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MajidM. Heravi, Vahideh Zadsirjan, Khadijeh Bakhtiari & FatemehF. Bamoharram. (2013) One-Pot, Three Component Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles Catalyzed by Heteropolyacid. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry 43:3, pages 259-263.
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Minoo Dabiri, Peyman Salehi, Mostafa Baghbanzadeh, Mohammad Ali Zolfigol & Mahboobeh Bahramnejad. (2007) Silica Sulfuric Acid: An Efficient and Versatile Acidic Catalyst for the Rapid and Ecofriendly Synthesis of 1,3,4‐Oxadiazoles at Ambient Temperature. Synthetic Communications 37:7, pages 1201-1209.
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Articles from other publishers (40)

Jian Wang, Linyang Wang, Huilin Qin, Ruotong Tian & Yuliang Pan. (2023) Green oxidative cyclization to access 2,5-disubstituted-1,3,4-oxadiazoles from aldehydes and hydrazide derivatives using FeBr3 catalyst and hydrogen peroxide. Tetrahedron Letters 131, pages 154783.
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Ayushi Sethiya, Deepkumar Joshi, Anu Manhas, Nusrat Sahiba, Dinesh K. Agarwal, Prakash C. Jha & Shikha Agarwal. (2023) Glycerol based carbon sulfonic acid catalyzed synthesis, in silico studies and in vitro biological evaluation of isonicotinohydrazide derivatives as potent antimicrobial and anti-tubercular agents. Heliyon 9:2, pages e13226.
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Chinnari Lekkala, Varaprasad Bodala, Kumari Yettula, Bharat Kumar Karasala, Rajitha Lakshmi Podugu & Siddaiah Vidavalur. (2022) Copper-Catalyzed One-Pot Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles from Arylacetic Acids and Hydrazides via Dual Oxidation . ACS Omega 7:31, pages 27157-27163.
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Em Canh Pham, Tuyen Ngoc Truong, Nguyen Hanh Dong, Duy Duc Vo & Tuoi Thi Hong Do. (2022) Synthesis of a Series of Novel 2-Amino-5-substituted 1,3,4-oxadiazole and 1,3,4-thiadiazole Derivatives as Potential Anticancer, Antifungal and Antibacterial Agents. Medicinal Chemistry 18:5, pages 558-573.
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Jihye Baek, Eun-kyung Je, Jina Kim, Ai Qi, Kwang-Hyun Ahn & Yongho Kim. (2020) Experimental and Theoretical Studies on the Mechanism of DDQ-Mediated Oxidative Cyclization of N -Aroylhydrazones . The Journal of Organic Chemistry 85:15, pages 9727-9736.
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Geeta Sai Mani, Kavitha Donthiboina, Nagula Shankaraiah & Ahmed Kamal. (2019) Iodine-promoted one-pot synthesis of 1,3,4-oxadiazole scaffolds via sp 3 C–H functionalization of azaarenes . New Journal of Chemistry 43:40, pages 15999-16006.
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Trimurtulu KotipalliVeerababurao KavalaAshok KonalaDonala JanreddyChu-Wei KuoChing-Fa Yao. (2016) Reagent/Substituent Switching Approach for the Synthesis of Substituted 1,3,4-Oxadiazole/1,3,4-Oxadiazoline and 1,2,4-Triazole Derivatives from N-Substituted Hydrazides. Advanced Synthesis & Catalysis 358:16, pages 2652-2660.
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Akira Yoshimura & Viktor V. Zhdankin. (2016) Advances in Synthetic Applications of Hypervalent Iodine Compounds. Chemical Reviews 116:5, pages 3328-3435.
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Karolina Jasiak & Agnieszka Kudelko. (2015) Oxidative cyclization of N-aroylhydrazones to 2-(2-arylethenyl)-1,3,4-oxadiazoles using DDQ as an efficient oxidant. Tetrahedron Letters 56:43, pages 5878-5881.
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Stephen M. Canham, Benjamin D. Hafensteiner, Alec D. Lebsack, Tricia L. May-Dracka, Sangkil Nam, Brian A. Stearns & Larry E. Overman. (2015) Stereocontrolled enantioselective total synthesis of the [2+2] quadrigemine alkaloids. Tetrahedron 71:37, pages 6424-6436.
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Agnieszka Kudelko, Karolina Jasiak & Krzysztof Ejsmont. (2014) Study on the synthesis of novel 5-substituted 2-[2-(pyridyl)ethenyl]-1,3,4-oxadiazoles and their acid–base interactions. Monatshefte für Chemie - Chemical Monthly 146:2, pages 303-311.
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Xiang-Yuan Fan, Xiao Jiang, Ying Zhang, Zhen-Bang Chen & Yong-Ming Zhu. (2015) Palladium-catalyzed one-pot synthesis of diazoles via tert-butyl isocyanide insertion. Organic & Biomolecular Chemistry 13:41, pages 10402-10408.
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Cheng Xu, Feng-Cheng Jia, Qun Cai, Deng-Kui Li, Zhi-Wen Zhou & An-Xin Wu. (2015) Intramolecular decarboxylative coupling as the key step in copper-catalyzed domino reaction: facile access to 2-(1,3,4-oxadiazol-2-yl)aniline derivatives. Chemical Communications 51:30, pages 6629-6632.
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Deepak K. Aneja, Pooja Ranjan, Loveena Arora & Om Prakash. (2014) [Hydroxy(tosyloxy)iodo]benzene-mediated regeneration of carbonyl compounds by cleavage of carbon nitrogen double bonds. Comptes Rendus Chimie 17:9, pages 881-889.
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Qiang Li, Yi Tao, Dongfang Xu, Haobing Zhang & Liping Duan. (2014) One‐pot Synthesis of 2,5‐Disubstituted‐1,3,4‐oxadiazoles Based on the Reaction of N , N ‐Dimethyl Amides with Acid Hydrazides . Journal of the Chinese Chemical Society 61:6, pages 665-670.
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Dóra Kovács, Gergő Mótyán, János Wölfling, Ida Kovács, István Zupkó & Éva Frank. (2014) A facile access to novel steroidal 17-2′-(1′,3′,4′)-oxadiazoles, and an evaluation of their cytotoxic activities in vitro. Bioorganic & Medicinal Chemistry Letters 24:5, pages 1265-1268.
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Sushma Singh, Laxmi K. Sharma, Apoorv Saraswat, Ibadur R. Siddiqui & Rana K. Pal Singh. (2013) Electrochemical oxidation of aldehyde-N-arylhydrazones into symmetrical-2,5-disubstituted-1,3,4-oxadiazoles. Research on Chemical Intermediates 40:3, pages 947-960.
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Ganesh Majji, Saroj Kumar Rout, Srimanta Guin, Anupal Gogoi & Bhisma K. Patel. (2014) Iodine-catalysed oxidative cyclisation of acylhydrazones to 2,5-substituted 1,3,4-oxadiazoles. RSC Advances 4:11, pages 5357.
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Kondapalli Venkata Gowri Chandra Sekhar, Thripuraribhatla Venkata Naga Varun Sasank, Hunsur Nagendra Nagesh, Narva Suresh, Kalaga Mahalakshmi Naidu & Amaroju Suresh. (2013) Synthesis of 3,5-diarylisoxazoles under solvent-free conditions using iodobenzene diacetate. Chinese Chemical Letters 24:12, pages 1045-1048.
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Viktor V. Zhdankin. 2013. Hypervalent Iodine Chemistry. Hypervalent Iodine Chemistry 145 336 .
Nuri Yildirim & Olcay Bekircan. (2013) Use of Ester Formylhydrazones for the Synthesis of 1,2,4-triazole and 1,3,4-oxadiazole Derivatives. Journal of Chemical Research 37:3, pages 160-163.
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Zhen-Ju Jiang, Jin-Ting Liu, Hong-Shui Lv & Bao-Xiang Zhao. (2012) Synthesis, X-ray crystal structure and optical properties of novel 5-(3-aryl-1H-pyrazol-5-yl)-2-(6-methoxy-3-methylbenzofuran-2-yl)-1,3,4-oxadiazole. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 86, pages 181-186.
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Abdul Rauf & Nida Nayyar FarshoriAbdul Rauf & Nida Nayyar Farshori. 2012. Microwave-Induced Synthesis of Aromatic Heterocycles. Microwave-Induced Synthesis of Aromatic Heterocycles 25 38 .
Srimanta Guin, Tuhin Ghosh, Saroj Kumar Rout, Arghya Banerjee & Bhisma K. Patel. (2011) Cu(II) Catalyzed Imine C–H Functionalization Leading to Synthesis of 2,5-Substituted 1,3,4-Oxadiazoles. Organic Letters 13:22, pages 5976-5979.
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Kondapalli Venkata Gowri Chandra Sekhar, Vajja Sambasiva Rao & Dalip Kumar. (2011) Synthesis of Triazoloquinoxalines as Antitubercular Agents. Bulletin of the Korean Chemical Society 32:8, pages 2657-2660.
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Gautam Chattopadhyay & Partha Sinha Ray. (2011) Hydrazine-Hydroquinone Complex as an Efficient Solid Phase Hydrazine Donor: High Yield Synthesis of Luminol and Isoluminol. Journal of Chemical Research 35:6, pages 326-328.
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Kondapalli Venkata Gowri Chandra Sekhar, Vajja Sambasiva Rao, Aravalli Satish Reddy, Ravada Sunandini & V S A Kumar Satuluri. (2010) Solvent Free Microwave Accelerated Synthesis of Heterocyclic Thiazolidin-4-ones as Antimicrobial and Antifungal Agents. Bulletin of the Korean Chemical Society 31:5, pages 1219-1222.
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Chrysanthi Dolka, Kristof Van Hecke, Luc Van Meervelt, Petros G. Tsoungas, Erik V. Van der Eycken & George Varvounis. (2009) Novel Thermal and Microwave-Assisted Facile Route to Naphthalen-2(1 H )-ones via an Oxidative Alkoxylation-Ring-Opening Protocol . Organic Letters 11:14, pages 2964-2967.
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Partha Nandi, James L. Dye & James E. Jackson. (2009) Reductive amine deallyl- and debenzylation with alkali metal in Silica Gel (M-SG). Tetrahedron Letters 50:27, pages 3864-3866.
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Cristian Dobrotă, Codruţa C. Paraschivescu, Ioana Dumitru, Mihaela Matache, Ion Baciu & Lavinia L. Ruţă. (2009) Convenient preparation of unsymmetrical 2,5-disubstituted 1,3,4-oxadiazoles promoted by Dess–Martin reagent. Tetrahedron Letters 50:17, pages 1886-1888.
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Gabriel Navarrete-Vázquez, Gloria Marı´a Molina-Salinas, Zetel Vahi Duarte-Fajardo, Javier Vargas-Villarreal, Samuel Estrada-Soto, Francisco González-Salazar, Emanuel Hernández-Núñez & Salvador Said-Fernández. (2007) Synthesis and antimycobacterial activity of 4-(5-substituted-1,3,4-oxadiazol-2-yl)pyridines. Bioorganic & Medicinal Chemistry 15:16, pages 5502-5508.
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