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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

Selective Oxidation of Benzylic Alcohols and Ethers and Oxidative Cleavage of Benzylic Tetrahydropyranyl and Trimethylsilyl Ethers to Their Carbonyl Compounds by Dinitrogen Tetroxide–Impregnated Activated Charcoal (N2O4/Charcoal)

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Pages 1527-1533 | Received 27 Oct 2004, Published online: 17 Dec 2010

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

Read on this site (3)

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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Mehdi Javaheri, M. Reza Naimi-Jamal, MohammadG. Dekamin & Gerd Kaupp. (2012) Gaseous Nitrogen Dioxide for Sustainable Oxidative Deprotection of Trimethylsilyl Ethers. Phosphorus, Sulfur, and Silicon and the Related Elements 187:1, pages 142-148.
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R. S. Raghuvanshi & K. N. Singh. (2007) Mild and Efficient Method for Oxidative Deprotection of Trimethylsilyl Ethers Mediated by Tetraethylammonium Superoxide. Synthetic Communications 37:8, pages 1371-1374.
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Articles from other publishers (13)

Ali Reza Pourali, Masumeh Cheraghi-Parvin & Mehrdad Omidi-Ghallemohamadi. (2023) Synthesis of Cu (II) Schiff base complex supported on multi-wall carbon nanotube for the oxidation of benzyl alcohols. Inorganic Chemistry Communications 155, pages 111099.
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Hao-Sheng Lin, Yue Ma, Rong Xiang, Sergei Manzhos, Il Jeon, Shigeo Maruyama & Yutaka Matsuo. (2021) One-step direct oxidation of fullerene-fused alkoxy ethers to ketones for evaporable fullerene derivatives. Communications Chemistry 4:1.
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Kazutada Ikeuchi, Kentaro Murasawa, Kenya Ohara & Hidetoshi Yamada. (2019) p -Methylbenzyl Group: Oxidative Removal and Orthogonal Alcohol Deprotection . Organic Letters 21:17, pages 6638-6642.
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Richard C. LarockRichard C. Larock, Anton V. Dubrovskiy & Nataliya A. Markina. 2018. Comprehensive Organic Transformations. Comprehensive Organic Transformations 1 137 .
Arash Ghorbani-Choghamarani, Mohsen Nikoorazm, Bahman Tahmasbi & Masoomeh Norouzi. (2017) Polyvinylpolypyrrolidoniume tribromide (PVP-Br 3 ) as efficient and metal-free agent for the selective oxidation of alcohols, trimethylsilyl ethers and oximes under mild conditions. Journal of Saudi Chemical Society 21:4, pages 408-414.
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Yangyang Ma, Zhongtian Du, Fei Xia, Jiping Ma, Jin Gao & Jie Xu. (2016) Mechanistic studies on the VO(acac) 2 -catalyzed oxidative cleavage of lignin model compounds in acetic acid . RSC Advances 6:111, pages 110229-110234.
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Mei-Yan Zhou, Shan-Shan Kong, Ling-Qiong Zhang, Ming Zhao, Jin-Ao Duan, Zhen Ou-yang & Min Wang. (2013) CuBr2 catalyzed bromination/oxidation of isochromans to benzaldehyde derivatives. Tetrahedron Letters 54:30, pages 3962-3964.
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Ali Reza Pourali, Mehrosadat Tabaean & S. Mohamad Reza Nazifi. (2012) A novel and selective oxidation of benzylic alcohols with polymer-supported periodic acid under mild aprotic conditions. Chinese Chemical Letters 23:1, pages 21-24.
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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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M. Reza Naimi-Jamal, Hamideh Hamzeali, Javad Mokhtari, Jürgen Boy & Gerd Kaupp. (2009) Sustainable Synthesis of Aldehydes, Ketones or Acids from Neat Alcohols Using Nitrogen Dioxide Gas, and Related Reactions. ChemSusChem 2:1, pages 83-88.
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Moslem Mansour Lakouraj, Mahmood Tajbakhsh, Farhad Ramzanian-Lehmali & Keyvan Ghodrati. (2007) Ionene supported peroxodisulfates: Polymeric reagents for the oxidative deprotection of TMS and THP ethers and oxidative cleavage of the C=N bond in water. Monatshefte für Chemie - Chemical Monthly 139:5, pages 537-541.
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Nasser Iranpoor, Habibi Firouzabadi & Ali Reza Pourali. (2005) Selective Oxidation of Benzylic Alcohols and Ethers and Oxidative Cleavage of Benzylic Tetrahydropyranyl and Trimethylsilyl Ethers to Their Carbonyl Compounds by Dinitrogen Tetroxide‐Impregnated Activated Charcoal (N 2 O 4 /Carcoal). . ChemInform 36:44.
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