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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 32, 2002 - Issue 14
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Original Articles

HYPERVALENT IODINE IN SYNTHESIS. 84. FACILE SYNTHESIS OF 3,5-DISUBSTITUTED 1,2,4-THIADIAZOLES BY OXIDATIVE DIMERIZATION OF THIOAMIDES USING POLYMER-SUPPORTED IODOBENZENE DIACETATE

Dong-Ping Cheng Department of Chemistry, Zhejiang University (Xi-Xi Campus), Hangzhou, 310028, P.R. China
&
Zhen-Chu Chen Department of Chemistry, Zhejiang University (Xi-Xi Campus), Hangzhou, 310028, P.R. China
Pages 2155-2159 | Received 27 Apr 2001, Published online: 18 Oct 2011

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Ranjana Aggarwal & Mona Hooda. (2022) Visible-light promoted serendipitous synthesis of 3,5-diaryl-1,2,4-thiadiazoles via oxidative dimerization of thiobenzamides. Journal of Sulfur Chemistry 43:3, pages 242-251.
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Hassan Zali-Boeini, Arash Shokrolahi, Abbas Zali & Kamal Ghani. (2012) Highly efficient synthesis of 3,5-disubstituted 1,2,4-thiadiazoles using pentylpyridinium tribromide as a solvent/reagent ionic liquid. Journal of Sulfur Chemistry 33:2, pages 165-170.
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Hassan Zali Boeini. (2011) Highly Efficient Synthesis of 3,5-Diaryl-1,2,4-thiadiazoles in Water–Wet Paste Conditions. Synthetic Communications 41:19, pages 2932-2938.
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Articles from other publishers (27)

Hong Yan & Hai-Chao Xu. 2019. Chemistry of Thioamides. Chemistry of Thioamides 127 155 .
Swati Chauhan, Priyanka Chaudhary, Adesh Kumar Singh, Pratibha Verma, Vandana Srivastava & Jeyakumar Kandasamy. (2018) tert-Butyl nitrite induced radical dimerization of primary thioamides and selenoamides at room temperature. Tetrahedron Letters 59:3, pages 272-276.
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Zilong Wang, Hao Xie, Fuhong Xiao, Yanjun Guo, Huawen Huang & Guo-Jun Deng. (2017) Palladium-Catalyzed 3-Aryl-5-acyl-1,2,4-thiadiazole Formation from Ketones, Amidines, and Sulfur Powder. European Journal of Organic Chemistry 2017:12, pages 1604-1607.
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Hao Xie, Jinhui Cai, Zilong Wang, Huawen Huang & Guo-Jun Deng. (2016) A Three-Component Approach to 3,5-Diaryl-1,2,4-thiadiazoles under Transition-Metal-Free Conditions. Organic Letters 18:9, pages 2196-2199.
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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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Goutam Brahmachari. 2015. Room Temperature Organic Synthesis. Room Temperature Organic Synthesis 75 188 .
Akira Yoshimura, Anthony D. Todora, Brent J. Kastern, Steven R. Koski & Viktor V. Zhdankin. (2014) Synthesis of 1,2,4-Thiadiazoles by Oxidative Dimerization of Carbothioamides by Using Oxone. European Journal of Organic Chemistry 2014:24, pages 5149-5152.
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Eakkaphon Rattanangkool, Watanya Krailat, Tirayut Vilaivan, Preecha Phuwapraisirisan, Mongkol Sukwattanasinitt & Sumrit Wacharasindhu. (2014) Hypervalent Iodine(III)-Promoted Metal-Free S-H Activation: An Approach for the Construction of S-S, S-N, and S-C Bonds. European Journal of Organic Chemistry 2014:22, pages 4795-4804.
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Kazuhisa Yajima, Kazuya Yamaguchi & Noritaka Mizuno. (2014) Facile access to 3,5-symmetrically disubstituted 1,2,4-thiadiazoles through phosphovanadomolybdic acid catalyzed aerobic oxidative dimerization of primary thioamides. Chem. Commun. 50:51, pages 6748-6750.
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Viktor V. Zhdankin. 2013. Hypervalent Iodine Chemistry. Hypervalent Iodine Chemistry 381 411 .
Viktor V. Zhdankin. 2013. Hypervalent Iodine Chemistry. Hypervalent Iodine Chemistry 145 336 .
Vikas Verma, Kuldeep Singh, Ashok Kumar & Devinder Kumar. (2013) Thermal studies of hypervalent iodine reagents. Journal of Thermal Analysis and Calorimetry 114:1, pages 339-344.
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Bhagyashree Y. Bhong, Prerana B. Thorat & Nandkishor N. Karade. (2013) Oxidation of 3,4-dihydropyrimidin-2(1H)-thione using (diacetoxyiodo)benzene: unprecedented formation of substituted 2-(1,4-dihydropyrimidin-2-ylthio)pyrimidine. Tetrahedron Letters 54:14, pages 1862-1865.
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Abdelrahman S. Mayhoub, Laura Marler, Tamara P. Kondratyuk, Eun-Jung Park, John M. Pezzuto & Mark Cushman. (2012) Optimization of thiazole analogues of resveratrol for induction of NAD(P)H:quinone reductase 1 (QR1). Bioorganic & Medicinal Chemistry 20:24, pages 7030-7039.
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Dongping Cheng, Ruirui Sun & Jizhong Yan. (2012) CuBr-Catalysed Oxidative Desulfurisation of Thiobenzamides. Journal of Chemical Research 36:4, pages 210-212.
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Abdelrahman S. Mayhoub, Laura Marler, Tamara P. Kondratyuk, Eun-Jung Park, John M. Pezzuto & Mark Cushman. (2012) Optimization of the aromatase inhibitory activities of pyridylthiazole analogues of resveratrol. Bioorganic & Medicinal Chemistry 20:7, pages 2427-2434.
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Abdelrahman S. Mayhoub, Laura Marler, Tamara P. Kondratyuk, Eun-Jung Park, John M. Pezzuto & Mark Cushman. (2012) Optimizing thiadiazole analogues of resveratrol versus three chemopreventive targets. Bioorganic & Medicinal Chemistry 20:1, pages 510-520.
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Dalip Kumar, N. Maruthi Kumar, Kuei-Hua Chang, Ritika Gupta & Kavita Shah. (2011) Synthesis and in-vitro anticancer activity of 3,5-bis(indolyl)-1,2,4-thiadiazoles. Bioorganic & Medicinal Chemistry Letters 21:19, pages 5897-5900.
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Abdelrahman S. Mayhoub, Evgeny Kiselev & Mark Cushman. (2011) An unexpected synthesis of 3,5-diaryl-1,2,4-thiadiazoles from thiobenzamides and methyl bromocyanoacetate. Tetrahedron Letters 52:38, pages 4941-4943.
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Mark J. Thompson, Jennifer C. Louth, Gemma K. Greenwood, Fiona J. Sorrell, Sandra G. Knight, Nathan B. P. Adams & Beining Chen. (2010) Improved 2,4-Diarylthiazole-Based Antiprion Agents: Switching the Sense of the Amide Group at C5 Leads to an Increase in Potency. ChemMedChem 5:9, pages 1476-1488.
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Yali Xu, Jiuxi Chen, Wenxia Gao, Huile Jin, Jinchang Ding & Huayue Wu. (2010) Solvent-Free Synthesis of 3,5-di(Hetero)Aryl-1,2,4-Thiadiazoles by Grinding of Thioamides under Oxidative Conditions. Journal of Chemical Research 34:3, pages 151-153.
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Pravin C. Patil, Dinesh S. Bhalerao, Prasad S. Dangate & Krishnacharya G. Akamanchi. (2009) IBX/TEAB-mediated oxidative dimerization of thioamides: synthesis of 3,5-disubstituted 1,2,4-thiadiazoles. Tetrahedron Letters 50:42, pages 5820-5822.
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Viktor V. Zhdankin & Peter J. Stang. (2008) Chemistry of Polyvalent Iodine. Chemical Reviews 108:12, pages 5299-5358.
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Mekhman S. Yusubov, Roza Ya. Yusubova, Andreas Kirschning, Joo Yeon Park & Ki-Whan Chi. (2008) m-Iodosylbenzoic acid, a tagged hypervalent iodine reagent for the iodo-functionalization of alkenes and alkynes. Tetrahedron Letters 49:9, pages 1506-1509.
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Ana Castro, Arantxa Encinas, Carmen Gil, Stefan Bräse, Williams Porcal, Concepción Pérez, Francisco J. Moreno & Ana Martínez. (2008) Non-ATP competitive glycogen synthase kinase 3β (GSK-3β) inhibitors: Study of structural requirements for thiadiazolidinone derivatives. Bioorganic & Medicinal Chemistry 16:1, pages 495-510.
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Gerald F. Koser. 2004. 225 292 .
Dong‐Ping Cheng & Zhen‐Chu Chen. (2010) Hypervalent Iodine in Synthesis. Part 84. Facile Synthesis of 3,5‐Disubstituted 1,2,4‐Thiadiazoles by Oxidative Dimerization of Thioamides Using Polymer‐Supported Iodobenzene Diacetate.. ChemInform 33:44, pages 145-145.
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