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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 42, 2012 - Issue 8
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Original Articles

Efficient and Novel Method for Thiocyanation of Aromatic Compounds Using Trichloroisocyanuric Acid/Ammonium Thiocyanate/Wet SiO2

Batool Akhlaghinia Department of Chemistry, Faculty of Sciences, Ferdowsi University of Mashhad, Mashhad, IranCorrespondence[email protected]
,
Ali-Reza Pourali School of Chemistry, Damghan University, Damghan, Iran
&
Marzieh Rahmani School of Chemistry, Damghan University, Damghan, Iran
Pages 1184-1191 | Received 07 Sep 2010, Published online: 22 Dec 2011

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Madhav J. Hebade, Rahul D. Kamble, Shrikant V. Hese, Pratima P. Mogle, Ajay N. Ambhore, Shuddhodan N. Kadam & Bhaskar S. Dawane. (2016) A rapid, mild, and efficient method for C-5 iodination/thiocyanation of 2-aminothiazoles. Phosphorus, Sulfur, and Silicon and the Related Elements 191:8, pages 1155-1159.
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Mohammad Ali Karimi Zarchi & Reza Banihashemi. (2016) Thiocyanation of aromatic and heteroaromatic compounds using polymer-supported thiocyanate ion as the versatile reagent and ceric ammonium nitrate as the versatile single-electron oxidant. Journal of Sulfur Chemistry 37:3, pages 282-295.
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Kobra Nikoofar & Samareh Gorji. (2015) AlCl3-Promoted Thiocyanation of N-Containing Aromatic and Heteroaromatic Compounds Under Solvent-Free Conditions. Phosphorus, Sulfur, and Silicon and the Related Elements 190:7, pages 1138-1145.
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Kobra Nikoofar & Samareh Gorji. (2015) Determination of the promoting effect of nano SiO2 and H3PO4@nano SiO2 in the thiocyanation of N-containing aromatic compounds under solvent-free conditions. Journal of Sulfur Chemistry 36:2, pages 178-186.
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N. Venkatesham, K. Rajendar Reddy, K. C. Rajanna & P. Veerasomaiah. (2014) Ammonium metavanadate/thiocyanate-triggered electrophilic thiocyanation of aromatic and heteroaromatic compounds in aqueous bisulfate and acetonitrile media. Journal of Sulfur Chemistry 35:6, pages 606-612.
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Mohammad Ali, Karimi Zarchi & R. Banihashemi. (2014) Green and Efficient Method for Thiocyanation of Aromatic and Heteroaromatic Compounds Using Cross-linked Poly (4-Vinylpyridine) Supported Thiocyanate Ion as Versatile Reagent and Oxone as Mild Oxidant. Phosphorus, Sulfur, and Silicon and the Related Elements 189:9, pages 1378-1390.
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M. A. Karimi Zarchi & R. Banihashemi. (2014) An efficient and regioselective thiocyanation of aromatic and heteroaromatic compounds using cross-linked poly (4-vinylpyridine)-supported thiocyanate as a versatile reagent and potassium peroxydisulfate as a strong oxidizing agent. Journal of Sulfur Chemistry 35:4, pages 458-469.
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Articles from other publishers (22)

Dana A. Kader & Srood Omer Rashid. (2023) Regioselective direct thiocyanation of anilines and phenols using novel hybrid nanocatalyst (MgONPs@VCA) under visible light induced photoredox catalysis. Molecular Catalysis 547, pages 113409.
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Yu Gao, Sara Sparascio, Lorenzo Di Terlizzi, Massimo Serra, Guanglu Yue, Yaru Lu, Maurizio Fagnoni, Xia Zhao & Stefano Protti. (2023) Synthesis of Aryl Thiocyanates and Aryl Selenocyanates via Visible‐Light Activation of Arylazo Sulfones. Advanced Synthesis & Catalysis 365:7, pages 1082-1087.
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Yong Gao, Ruirui Hua, Hongquan Yin & Fu-Xue Chen. (2023) Synthesis of thiocyanato-containing phenanthrenes and dihydronaphthalenes via Lewis acid-activated tandem electrophilic thiocyanation/carbocyclization of alkynes . Organic & Biomolecular Chemistry 21:11, pages 2417-2422.
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David Vogel, Luca Ornago, Christina Wegeberg, Alessandro Prescimone, Herreder Zant van & Marcel Mayor. (2022) 2,5-Diaryl 6-hydroxyphenalenones for Single-Molecule Junctions. Organic Materials 4:03, pages 102-126.
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Mohammad Abbasi, Najmeh Nowrouzi & Hamed Sedaghat. (2022) Efficient thiocyanation of aromatic compounds using NH4SCN, DMSO and H2SO4. Tetrahedron Letters 101, pages 153929.
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Jiaxi Xiao, Zhenkang Ai, Xuemin Li, Sanqing Tao, Bingyue Zhao, Xiaofan Wang, Xinbo Wang & Yunfei Du. (2022) Synthesis of 3-thiocyanated chromones via TCCA/NH4SCN-mediated cyclization/thiocyanation of alkynyl aryl ketones. Green Synthesis and Catalysis 3:2, pages 198-201.
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J. Malviya & R. K. P. Singh. (2021) A Green Approach for Electrochemical Thiocyanation of Nitrogen Heterocycles with KSCN at Platinum Electrode. Russian Journal of Electrochemistry 57:6, pages 625-635.
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Sobhan Rezayati & Ali Ramazani. (2020) A review on electrophilic thiocyanation of aromatic and heteroaromatic compounds. Tetrahedron 76:36, pages 131382.
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Pengpeng Zhou, Chuan Chen & Shubai Li. (2020) Selectfluor-initiated cyanation of disulfides to thiocyanates. Journal of Chemical Research 44:7-8, pages 376-380.
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Yang Chen, Hongyi Qi, Ning Chen, Demin Ren, Jiaxi Xu & Zhanhui Yang. (2019) Fluorium-Initiated Dealkylative Cyanation of Thioethers to Thiocyanates. The Journal of Organic Chemistry 84:14, pages 9044-9050.
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Shrikant D. Tambe, Mahesh S. Jadhav, Rajendra S. Rohokale & Umesh A. Kshirsagar. (2018) Metal‐Free Synthesis of 3‐Thiocyanatobenzothiophenes by Eosin Y Photoredox‐Catalyzed Cascade Radical Annulation of 2‐Alkynylthioanisoles. European Journal of Organic Chemistry 2018:35, pages 4867-4873.
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Subin Jaita, Wong Phakhodee, Neeranuch Chairungsi & Mookda Pattarawarapan. (2018) Mechanochemical synthesis of primary amides from carboxylic acids using TCT/NH4SCN. Tetrahedron Letters 59:39, pages 3571-3573.
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Jichao Chen, Tianyu Wang, Tong Wang, Aijun Lin, Hequan Yao & Jinyi Xu. (2017) Copper-catalyzed C5-selective thio/selenocyanation of 8-aminoquinolines. Organic Chemistry Frontiers 4:1, pages 130-134.
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G ROBIN WILSON & AMIT DUBEY. (2016) Synthesis and characterization of Trichloroisocyanouric acid functionalized mesoporous silica nanocomposite (SBA/TCCA) for the Acylation of Indole. Journal of Chemical Sciences 128:8, pages 1285-1290.
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Nachimuthu Muniraj, Jayaraman Dhineshkumar & Kandikere Ramaiah Prabhu. (2016) N ‐Iodosuccinimide Catalyzed Oxidative Selenocyanation and Thiocyanation of Electron Rich Arenes . ChemistrySelect 1:5, pages 1033-1038.
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Sachin S. IchakeR. R. RajawinslinVeerababurao KavalaBharath Kumar VilluriHuei‐Ting YangChun‐Wei KuoChing‐Fa Yao. (2016) N ‐Bromosuccinimide‐Mediated Thiocyanation of Cyclohexene‐Fused Isoxazoline N ‐Oxides . Asian Journal of Organic Chemistry 5:3, pages 343-352.
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Dariush Khalili. (2015) Highly efficient and regioselective thiocyanation of aromatic amines, anisols and activated phenols with H2O2/NH4SCN catalyzed by nanomagnetic Fe3O4. Chinese Chemical Letters 26:5, pages 547-552.
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Dan Zhu, Denghu Chang & Lei Shi. (2015) Transition-metal-free cross-coupling of thioethers with aryl(cyano)iodonium triflates: a facile and efficient method for the one-pot synthesis of thiocyanates. Chemical Communications 51:33, pages 7180-7183.
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Thomas Castanheiro, Mihaela Gulea, Morgan Donnard & Jean Suffert. (2014) Practical Access to Aromatic Thiocyanates by CuCN‐Mediated Direct Aerobic Oxidative Cyanation of Thiophenols and Diaryl Disulfides. European Journal of Organic Chemistry 2014:35, pages 7814-7817.
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Subrata Jana & Shouvik Chattopadhyay. (2013) Efficient and novel method for nucleophilic thiocyanation of activated aromatic compounds using sodium thiocyanate at ambient condition. Inorganic Chemistry Communications 35, pages 160-163.
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Lida Fotouhi & Kobra Nikoofar. (2013) Electrochemical thiocyanation of nitrogen-containing aromatic and heteroaromatic compounds. Tetrahedron Letters 54:23, pages 2903-2905.
Crossref
Batool Akhlaghinia, Ali‐Reza Pourali & Marzieh Rahmani. (2012) ChemInform Abstract: Efficient and Novel Method for Thiocyanation of Aromatic Compounds Using Trichloroisocyanuric Acid/Ammonium Thiocyanate/Wet SiO 2 . . ChemInform 43:35.
Crossref

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