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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 35, 2005 - Issue 11
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Original Articles

Dinitrogen Tetroxide–Impregnated Charcoal (N2O4/Charcoal): Selective Nitrosation of Amines, Amides, Ureas, and Thiols

Nasser Iranpoor Department of Chemistry, College of Sciences, Shiraz University, Shiraz, IranCorrespondence[email protected]
,
Habib Firouzabadi Department of Chemistry, College of Sciences, Shiraz University, Shiraz, IranCorrespondence[email protected]
&
Ali Reza Pourali Department of Chemistry, College of Sciences, Shiraz University, Shiraz, Iran
Pages 1517-1526 | Received 27 Oct 2004, Published online: 17 Dec 2010

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Pinki Gaur & Shaibal Banerjee. (2019) Oxone-sodium nitrite mediated N-nitrosamines formation under mild conditions from secondary amines. Synthetic Communications 49:17, pages 2270-2279.
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Ornella Ursini, Giancarlo Angelini & Franco Cataldo. (2017) Adsorption of dinitrogen tetroxide on activated carbon fabric derived from novolacs. Fullerenes, Nanotubes and Carbon Nanostructures 25:10, pages 589-601.
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RajeshH. Vekariya & HiteshD. Patel. (2014) Selective Nitration of Phenolic Compounds by Green Synthetic Approaches. Synthetic Communications 44:16, pages 2313-2335.
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SanjayP. Borikar & Vincent Paul. (2010) N-Nitrosation of Secondary Amines Using p-TSA-NaNO2 as a Novel Nitrosating Agent Under Mild Conditions. Synthetic Communications 40:5, pages 654-660.
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AtulC. Chaskar, BhushanP. Langi, Amol Deorukhkar & Hrushikesh Deokar. (2009) Bismuth Chloride–Sodium Nitrite: A Novel Reagent for Chemoselective N-Nitrosation. Synthetic Communications 39:4, pages 604-612.
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Nasser Iranpoor, Habib Firouzabadi & Ali Reza Pourali. (2006) Dinitrogen Tetroxide Impregnated Charcoal (N2O4/Charcoal): Selective Oxidation of Thiols to Disulfides or Thiosulfonates. Phosphorus, Sulfur, and Silicon and the Related Elements 181:3, pages 473-479.
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Articles from other publishers (23)

Kyungsoo Oh. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis 1 5 .
Ying Wang, Shiqi You, Mengyao Ruan, Feiyi Wang, Chao Ma, Cuifen Lu, Guichun Yang, Zuxing Chen & Meng Gao. (2021) The Use of Potassium/Sodium Nitrite as a Nitrosating Agent in the Electrooxidative N ‐Nitrosation of Secondary Amines . European Journal of Organic Chemistry 2021:22, pages 3289-3293.
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Rocío López-RodríguezJames A. McManusNatasha S. MurphyMartin A. OttMichael J. Burns. (2020) Pathways for N -Nitroso Compound Formation: Secondary Amines and Beyond . Organic Process Research & Development 24:9, pages 1558-1585.
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K. Jacob Blackshaw, Marcus Marracci, Robert T. Korb, Naa-Kwarley Quartey, Annalise K. Ajmani, David J. Hood, Christopher J. Abelt, Belinda I. Ortega, Kate Luong, Andrew S. Petit & Nathanael M. Kidwell. (2020) Dynamical signatures from competing, nonadiabatic fragmentation pathways of S -nitrosothiophenol . Physical Chemistry Chemical Physics 22:21, pages 12187-12199.
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P. Mampuys, C. R. McElroyJ. H. ClarkR. V. A. Orru & B. U. W. Maes. (2019) Thiosulfonates as Emerging Reactants: Synthesis and Applications. Advanced Synthesis & Catalysis 362:1, pages 3-64.
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Xuanhua Guo, Chengdong Lv, Qaiser Mahmood, Li Zhou, Guangqiang Xu & Qinggang Wang. (2019) Solvent-controlled chemoselective N -dealkylation- N -nitrosation or C -nitration of N -alkyl anilines with tert -butyl nitrite . Organic Chemistry Frontiers 6:19, pages 3401-3407.
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Shaobing Qiu, Chunlei Guo, Mingkang Wang, Zhenglong Sun, Hui Li, Xuhong Qian & Youjun Yang. (2018) Mild dealkylative N -nitrosation of N , N -dialkylaniline derivatives for convenient preparation of photo-triggered and photo-calibrated NO donors . Organic Chemistry Frontiers 5:22, pages 3206-3209.
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Priyanka Chaudhary, Surabhi Gupta, Nalluchamy Muniyappan, Shahulhameed Sabiah & Jeyakumar Kandasamy. (2016) An efficient synthesis of N-nitrosamines under solvent, metal and acid free conditions using tert-butyl nitrite. Green Chemistry 18:8, pages 2323-2330.
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Roya Azadi & Khatereh Kolivand. (2015) Mukaiyama reagent/NaNO2/wet SiO2 as a mild and heterogeneous reagent system for the N-nitrosation of amines and preparation of azides from hydrazines. Tetrahedron Letters 56:41, pages 5613-5615.
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Norio Sakai, Minoru Sasaki & Yohei Ogiwara. (2015) Copper( ii )-catalyzed oxidative N -nitrosation of secondary and tertiary amines with nitromethane under an oxygen atmosphere . Chemical Communications 51:58, pages 11638-11641.
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Jie Zhang, Jiewen Jiang, Yuling Li & Xiaobing Wan. (2013) Iodide-Catalyzed Synthesis of N -Nitrosamines via C–N Cleavage of Nitromethane . The Journal of Organic Chemistry 78:22, pages 11366-11372.
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Xiu-Yan Yang, Guang-Qiang Xia, Xiao-Kui Wang, Zhi-Bing Zheng, Dong-Mei Zhao, Guo-Ming Zhao & Song Li. (2013) An Efficient Synthesis of Enantiopure (R)-heteroarylpyrimidine Analogs. Molecules 18:9, pages 11144-11152.
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Hamid Goudarziafshar. (2012) A new method for the mononitration of phenol derivatives by poly(4-vinylpyridinium nitrate) and silica sulfuric acid under mild conditions. Chinese Chemical Letters 23:4, pages 458-461.
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Marina Rubina & Michael Rubin. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
Morteza Shiri, Mohammad Ali Zolfigol, Hendrik Gerhardus Kruger & Zahra Tanbakouchian. (2010) Advances in the application of N2O4/NO2 in organic reactions. Tetrahedron 66:47, pages 9077-9106.
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Ali Reza Pourali & Fatemeh Fatemi. (2010) Selective nitration of phenols using bismuth subnitrate/charcoal in the presence of trichloroisocyanuric acid under aprotic conditions. Chinese Chemical Letters 21:11, pages 1283-1286.
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Didier Roche, Claude Lardy, Lucie Tournier, Marc Prunier & Eric Valeur. (2010) PS-SNAP, a practical polymer-supported nitrosation reagent in organic synthesis. Tetrahedron Letters 51:17, pages 2277-2280.
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A.S. Khder & A.I. Ahmed. (2009) Selective nitration of phenol over nanosized tungsten oxide supported on sulfated SnO2 as a solid acid catalyst. Applied Catalysis A: General 354:1-2, pages 153-160.
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Saitanya K. Bharadwaj, Sahid Hussain, Manoranjan Kar & Mihir K. Chaudhuri. (2008) Acid phosphate-impregnated titania-catalyzed nitration of aromatic compounds with nitric acid. Applied Catalysis A: General 343:1-2, pages 62-67.
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Saitanya K. Bharadwaj, Sahid Hussain, Manoranjan Kar & Mihir K. Chaudhuri. (2008) Al(H2PO4)3: An efficient catalyst for nitration of organic compounds with nitric acid. Catalysis Communications 9:5, pages 919-923.
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Matthew S. Varonka & Timothy H. Warren. (2007) S-nitrosothiol and nitric oxide reactivity at β-diketiminato zinc thiolates. Inorganica Chimica Acta 360:1, pages 317-328.
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Nasser Iranpoor, Habib Firouzabadi, Najmeh Nowrouzi & Dena Firouzabadi. (2006) Highly chemoselective nitration of aromatic amines using the Ph3P/Br2/AgNO3 system. Tetrahedron Letters 47:38, pages 6879-6881.
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Nasser Iranpoor, Habibi Firouzabadi & Ali Reza Pourali. (2005) Dinitrogen Tetroxide‐Impregnated Charcoal (N 2 O 4 /Charcoal): Selective Nitrosation of Amines, Amides, Ureas, and Thiols. . ChemInform 36:42.
Crossref

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