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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 1
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Original Articles

3-Carboxypyridinium Chlorochromate: An Inexpensive and Efficient Reagent for Cleavage of Carbon-Nitrogen Double Bonds Under Non-Aqueous Condtion

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Pages 1-7 | Received 02 Jun 1995, Published online: 21 Aug 2006

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Read on this site (25)

Ardeshir Khazaei & Amin Rostami. (2006) 1,3-DIBROMO-5,5-DIMETHYLHYDANTOIN AS AN EFFICIENT AND CHEMOSELECTIVE AGENT FOR THE REGENERATION OF CARBONYL COMPOUNDS FROM SEMICARBAZONES AND OXIMES. Organic Preparations and Procedures International 38:5, pages 484-490.
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Habib Firouzabadi, Nasser Iranpoor & Sara Sobhani. (2004) Preparation of α‐Ketophosphonates by Oxidation of α‐Hydroxyphosphonates with Chromium‐Based Oxidants. Synthetic Communications 34:8, pages 1463-1471.
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Peyman Salehi, Mohammad Mehdi Khodaei & Amin Rostami. (2004) ALANINE/CHLOROCHROMIC ACID/SILICA GEL: AN EFFICIENT AND SELECTIVE REAGENT FOR THE OXIDATION OF ORGANIC FUNCTIONAL GROUPS. Phosphorus, Sulfur, and Silicon and the Related Elements 179:11, pages 2235-2243.
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Mohammad Mehdi Khodaei, Peyman Salehi, Maryam Goodarzi & Ateesa Yazdanipour. (2004) γ‐PCC and γ‐PCC‐SiO2 as Efficient Reagents for Oxidation of Thiols to Disulfides. Synthetic Communications 34:20, pages 3661-3666.
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Surya Kanta De. (2004) A Mild and Efficient Method for Cleavage of C˭N Using Imidazolium Dichromate. Synthetic Communications 34:15, pages 2751-2755.
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Abdol Reza Hajipour, Sepideh Khoee & ArnoldE. Ruoho. (2003) REGENERATION OF CARBONYL COMPOUNDS FROM OXIMES, HYDRAZONES, SEMICARBAZONES, ACETALS, 1,1-DIACETATES, 1,3-DITHIOLANES, 1,3-DITHIANES AND 1,3-OXATHIOLANES. Organic Preparations and Procedures International 35:6, pages 527-581.
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F. Shirini, M. A. Zolfigol, M. Khaleghi & I. Mohammadpour-Baltork. (2003) Silica Chloride/Wet SiO2 as a Novel Heterogeneous System for Deprotection of Oximes, Hydrazones, and Semicarbazones. Synthetic Communications 33:11, pages 1839-1844.
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G. H. Imanzadeh, A. R. Hajipour & S. E. Mallakpour. (2003) Solid State Cleavage of Oximes with Potassium Permanganate Supported on Alumina. Synthetic Communications 33:5, pages 735-740.
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Abdol Reza Hajipour, Shadpour E. Mallakpour & Heshmat A. Samimi. (2002) OXIDATION OF BENZYLIC ALCOHOLS WITH BUTYLTRIPHENYLPHOSPHONIUM PERMANGANATE UNDER NON-AQUEOUS CONDITIONS. Synthetic Communications 32:24, pages 3831-3838.
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P. Salehi, M. M. Khodaei & M. Goodarzi. (2002) A MILD AND SELECTIVE DEOXIMATION METHOD USING γ-PICOLINIUM CHLOROCHROMATE (γ-PCC). Synthetic Communications 32:8, pages 1259-1263.
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A. R. Hajipour, S. E. Mallakpour & S. Khoee. (2002) AN EASY AND FAST METHOD FOR CONVERSION OF OXIMES TO THE CORRESPONDING CARBONYL COMPOUNDS UNDER MICROWAVE IRRADIATION. Synthetic Communications 32:1, pages 9-15.
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Mohammad Mehdi Khodaie, Peyman Salehi & Maryam Goodarzi. (2001) γ-PICOLINIUM CHLOROCHROMATE (γ-PCC): A NEW AND EFFICIENT REAGENT FOR THE OXIDATION OF PRIMARY AND SECONDARY ALCOHOLS. Synthetic Communications 31:8, pages 1253-1256.
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A. R. Hajipour, S. E. Mallakpour, I. Mohammadpoor-Baltork & S. Khoee. (2001) AN EFFICIENT AND SELECTIVE METHOD FOR CONVERSION OF OXIMES AND SEMICARBAZONES TO THE CORRESPONDING CARBONYL COMPOUNDS UNDER SOLVENT-FREE CONDITIONS. Synthetic Communications 31:8, pages 1187-1194.
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Majid Mirmohammad Sadeghi, Iraj Mohammadpoor-Baltork, Mehdi Azarm & Mohammad Reza Mazidi. (2001) REGENERATION OF CARBONYL COMPOUNDS FROM OXIMES, PHENYLHYDRAZONES, p-NITROPHENYLHYDRAZONES, AND SEMICARBAZONES BY QUINOLINIUM DICHROMATE UNDER NONAQUEOUS CONDITIONS. Synthetic Communications 31:3, pages 435-438.
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A.R. Hajipour, S.E. Mallakpour & M. Malakoutikhah. (2001) Oxidation of Alcohols with Benzyltriphenylphosphonium Chlorate Under Non-Aqueous Conditions. Phosphorus, Sulfur, and Silicon and the Related Elements 176:1, pages 1-7.
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Alok Kumar Mitra, Aparna De & Nilay Karchaudhur. (2000) Solid State Regeneration of Ketones From Semicarbazones Using Antimony Trichloride Under Microwave Irradiation. Synthetic Communications 30:9, pages 1651-1656.
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A.R. Hajipour, S.E. Mallakpour & H. Adibi. (2000) Oxidation of Alcohols with Benzyltriphenylphosphonium Peroxymonosulfate Under Non-Aqueous Conditions. Phosphorus, Sulfur, and Silicon and the Related Elements 167:1, pages 71-79.
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A.R. Hajipour & Iraj Mohammadpoor-baltork. (2000) SOLID-PHASE OXIDATION OF ORGANIC COMPOUNDS WITH BENZYLTRIPHENYLPHOSPHONIUM DICHROMATE. Phosphorus, Sulfur, and Silicon and the Related Elements 164:1, pages 145-151.
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Miroslaw Giurg & Jacek Mlsochowski. (1999) Regeneration of Carbonyl Compounds from Azines with Cerium(IV) Ammonium Nitrate. Synthetic Communications 29:24, pages 4307-4313.
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VidyadharK. Jadhav, PrakashP. Wadgaonkar, PrafullaL. Joshi & ManikraoM. Salunkhe. (1999) Oxidation Of Oximes To Ketones With Zeolite Supported Permanganate. Synthetic Communications 29:11, pages 1989-1995.
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Abdol Reza Hajipour, Iraj Mohammadpoor-Baltork & Kurosh Niknam. (1999) BENZYLTRIPHENYLPHOSPHONIUM DICHROMATE AS A MILD REAGENT FOR THE OXIDATION OF ORGANIC COMPOUNDS. Organic Preparations and Procedures International 31:3, pages 335-341.
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Fener Chen, Anchang Liu, Qiongjiao Yan, Mingxing Liu, Daoming Zhang & Lanying Shao. (1999) Tetrabutylammonium Peroxydisulfate in Organic Synthesis; IV.1 An Efficient, Highly Selective and Oxidative Deoximation by Tetrabutylammonium Peroxydisulfate. Synthetic Communications 29:6, pages 1049-1056.
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Manas Chakrabarty & Shampa Khasnobis. (1998) Ethanolic or Aqueous Formic Acid (1:1) - A New Efficient Reagent for the Regeneration of Ketones from Phenylhydrazones. Synthetic Communications 28:8, pages 1361-1368.
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Hossien A. Oskooie, Majid M. Heravi, Akbar Sadnia, Mehrak Safarzadegan & Farahnaz K. Behbahani. (2007) Mild and efficient conversion of oximes into arylhydrazones catalysed by ferric perchlorate. Mendeleev Communications 17:3, pages 190-191.
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Bahador Karami & Morteza Montazerozohori. (2006) Tungstate Sulfuric Acid (TSA)/ KMnO4 as a Novel Heterogeneous System for Rapid Deoximation. Molecules 11:9, pages 720-725.
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M. Rahimisadeh, M. Gholisadeh, H. Hassani & M. Bakavoli. (2019) Regeneration of Carbonyl Compounds from their Oximes with Zirconium Hydroxide Chromate [Zr 4 (OH) 6 (CrO 4 ) 5 (H 2 O) 2 ] . Journal of Chemical Research 2006:1, pages 39-40.
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Mira Carmeli & Shlomo Rozen. (2006) A new efficient deprotection of azines, hydrazones and oximes. An excellent route for exchanging oxygen isotopes in carbonyls. Tetrahedron Letters 47:5, pages 763-766.
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Fatma Aydin & Recep Ozen. (2019) 3-Carboxypyridinium Trichloroacetatochromate (CPTCAC): As a Mild and Effective New Reagent for the Thiols to Disulfides. Journal of Chemical Research 2005:4, pages 224-226.
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Iraj Mohammadpoor-Baltork, Hamid R Memarian & Kiumars Bahrami. (2005) 3-Carboxypyridinium chlorochromate aluminium chloride An efficient and inexpensive reagent system for the selective oxidation of sulfides to sulfoxides and sulfones in solution and under microwave irradiation. Canadian Journal of Chemistry 83:2, pages 115-121.
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Mahmoud Tajbakhsh, Kamal Alimohammadi, Hossein Behmadi & Mohammad Barghamadi. (2019) Quinolinium Fluorochromate: An Efficient and Selective Reagent for the Deprotection of Semicarbazones under Non-Aqueous Conditions. Journal of Chemical Research 2005:1, pages 35-37.
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Utpal Nath, Satya Sandhy Das, Dibakar Deb & Pranab Jyoti Das. (2004) Tetra-n-alkylammonium bromates—new and efficient reagents for deoximation. New J. Chem. 28:12, pages 1423-1425.
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F Shirini, M.A Zolfigol, A Safari, I Mohammadpoor-Baltork & B.F Mirjalili. (2003) Regeneration of carbonyl compounds by cleavage of CN bonds under mild and completely heterogeneous conditions. Tetrahedron Letters 44:40, pages 7463-7465.
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Abdol R. Hajipour, Hadi Adibi & Arnold E. Ruoho. (2003) Wet Silica-Supported Permanganate for the Cleavage of Semicarbazones and Phenylhydrazones under Solvent-Free Conditions. The Journal of Organic Chemistry 68:11, pages 4553-4555.
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Rahman Hosseinzadeh, Mahmood Tajbakhsh & Mohammad Yazdani Niaki. (2002) 2,6-Dicarboxypyridinium chlorochromate: a mild, efficient, and selective reagent for oxidative deprotection of oximes to carbonyl compounds. Tetrahedron Letters 43:51, pages 9413-9416.
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Mahmood Tajbakhsh, Rahman Hosseinzadeh & Mohammad Yazdani Niaki. (2019) Synthesis and Application of 2,6-Dicarboxypyridinium Chlorochromate as a new Oxidising Reagent for Alcohols, Silyl Ethers, and THP ethers under Mild and Non-Aqueous Conditions. Journal of Chemical Research 2002:10, pages 508-510.
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Michael B. Smith. 2002. Compendium of Organic Synthetic Methods. Compendium of Organic Synthetic Methods 45 56 .
Yu‐Zhu Mao, Zhong‐Ii Liu & Long‐Min Wu. (2010) A novel oxygen‐dependent deoximation by nitric oxide. Chinese Journal of Chemistry 18:5, pages 789-791.
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Iraj Mohammadpoor-Baltork, Majid M. M. Sadeghi, Hamid Reza Memarian & Raihaneh Pairow. (2019) 3-Carboxypyridinium Chlorochromate (CPCC): An Inexpensive and Convenient Reagent for Efficient Oxidation of Hantzsch 1,4-dihydropyridines. Journal of Chemical Research 2000:1, pages 40-41.
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Alok Kumar Mitra, Aparna De & Nilay Karchaudhuri. (2019) Regeneration of Ketones from Semicarbazones in the Solid State on Wet Silica Supported Sodium Bismuthate under Microwave Irradiation. Journal of Chemical Research 23:5, pages 320-321.
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Abdol Reza Hajipour, Shadpour E. Mallakpour & Gholamhasan Imanzadeh. (1999) Oxidation of Alcohols to Carbonyl Compounds under Solvent-Free Conditions Using Permanganate Supported on Alumina. Chemistry Letters 28:2, pages 99-100.
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Iraj Mohammadpoor-Baltork, Abdol Reza Hajipour & Reza Haddadi. (2019) n -Butyltriphenylphosphonium Peroxodisulfate (Bu n PPh 3 ) 2 S 2 O 8 : An Efficient and Inexpensive Reagent for the Cleavage of Carbon–Nitrogen Double Bonds under Non-aqueous and Aprotic Conditions . Journal of Chemical Research 23:2, pages 102-103.
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Vadim Yu. Kukushkin & Armando J.L. Pombeiro. (1999) Oxime and oximate metal complexes: unconventional synthesis and reactivity. Coordination Chemistry Reviews 181:1, pages 147-175.
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Abdol Reza Hajipour, Iraj Mohammadpoor -Baltork & Godaraz Kianfar. (1998) Bis(1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane) Peroxodisulfate: A Mild and Efficient Oxidant for Cleavage of Nitrogen Double Bonds and Oxidation of Alcohols under Anhydrous Conditions. Bulletin of the Chemical Society of Japan 71:11, pages 2655-2659.
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Iraj Mohammadpoor-Baltork, Abdol Reza Hajipour & Hasan Mohammadi. (1998) Benzyltriphenylphosphonium Peroxodisulfate (PhCH 2 PPh 3 ) 2 S 2 O 8 : a Mild and Inexpensive Reagent for Efficient Oxidation of Organic Compounds under Nonaqueous and Aprotic Conditions . Bulletin of the Chemical Society of Japan 71:7, pages 1649-1653.
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I. MOHAMMADPOOR BALTORK & SH. POURANSHIRVANI. (2010) ChemInform Abstract: 3‐Carboxypyridinium Chlorochromate: An Inexpensive and Efficient Reagent for Cleavage of Carbon‐Nitrogen Double Bonds under Non‐Aqueous Condition.. ChemInform 27:22.
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