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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 15, 1985 - Issue 13
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Original Articles

3-Carboxypyridinium Dichromate (NDC) and (4-Carboxypyridinium Dichromate (INDC). Two New Mild, Stable, Efficient, and Inexpensive Chromium (VI) Oxidation Reagents

C. López Kimika Organikako Departamendua. Kimika Fakultatea, Euskal Herriko Unibersitatea, Altza. Donostia., Spain
,
A. González Kimika Organikako Departamendua. Kimika Fakultatea, Euskal Herriko Unibersitatea, Altza. Donostia., Spain
,
F. P. Cossío Kimika Organikako Departamendua. Kimika Fakultatea, Euskal Herriko Unibersitatea, Altza. Donostia., Spain
&
C. Palomo Kimika Organikako Departamendua. Kimika Fakultatea, Euskal Herriko Unibersitatea, Altza. Donostia., Spain
Pages 1197-1211 | Published online: 19 Dec 2006

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Ali HassaniJoshaghani, Shahriare Ghammamy, Shahryar Bagi, Ali Moghimi & Zahra Javanshir. (2008) Oxidative Coupling of Thiols to Disulfides in Solution with Tripropylammonium Halochromates, (C3H7)3NH[CrO3X], (X = F, Cl) Adsorbed on Alumina. Phosphorus, Sulfur, and Silicon and the Related Elements 184:1, pages 164-170.
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Issa Yavari, AliA. Rounaqi & Loghman Moradi. (2006) Conversion of Thiols to Disulfides Using a Hexamethylenetetramine-Bromine Complex. Phosphorus, Sulfur, and Silicon and the Related Elements 181:11, pages 2659-2662.
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S. Ghammamy & M. Tajbakhsh. (2005) Oxidative coupling of thiols to disulfides in solution and under microwave radiation with tripropylammonium chlorochromate. Journal of Sulfur Chemistry 26:2, pages 145-148.
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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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Habib Firouzabadi, Nasser Iranpoor & Sara Sobhani. (2004) PREPARATION OF α-KETOPHOSPHONATES BY OXIDATION OF α-HYDROXYPHOSPHONATES WITH PYRIDINIUM CHLOROCHROMATE (PCC). Phosphorus, Sulfur, and Silicon and the Related Elements 179:8, pages 1483-1491.
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Ardeshir Khazaei, Ebrahim Mehdipour & Soleiman Yadegari. (2004) POLY [N-(4-PYRIDINIUM DICHROMATE)-P-STYRENE SULPHONAMIDE] AS AN EFFICIENT REAGENT FOR OXIDATION OF ALCOHOLS. Phosphorus, Sulfur, and Silicon and the Related Elements 179:3, pages 437-441.
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T. Venkateshwar Rao, K. Narasimha Rao, Suman L. Jain & Bir Sain. (2002) COBALT PHTHALOCYANINE MEDIATED AEROBIC OXIDATION OF THIOLS: A SIMPLE AND CONVENIENT PREPARATION OF DISULPHIDES. Synthetic Communications 32:8, pages 1151-1157.
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M.L. Froehlich, D.J. Swartling, R.E. Lind, A.W. Mott & D.E. Bergstrom. (1989) An Improved Synthesis of 3′-Keto-5′-Tritylthymidine. Nucleosides and Nucleotides 8:8, pages 1529-1535.
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FrederickA. Luzzio & FrankS. Guziec$suffix/text()$suffix/text(). (1988) RECENT APPLICATIONS OF OXOCHROMIUMAMINE COMPLEXES AS OXIDANTS IN ORGANIC SYNTHESIS. A REVIEW. Organic Preparations and Procedures International 20:6, pages 533-584.
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EdwardJ. Parish & Tsao-Yi Wei. (1987) Allylic Oxidation of Δ5-Steroids with Pyridinium Chlorochromate (PCC) and Pyridinium Dichromate (PDC). Synthetic Communications 17:10, pages 1227-1233.
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Rashmi Gaur, Manavi Yadav, Radhika Gupta, Gunjan Arora, Pooja Rana & Rakesh K. Sharma. (2018) Aerobic Oxidation of Thiols to Disulfides by Silver‐Based Magnetic Catalyst. ChemistrySelect 3:9, pages 2502-2508.
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Mohammad Kazem Mohammadi & Parya Nasehi. (2016) Microwave Assisted Solvent Free Synthesis of Disulfides with Tributylammonium Halochromates(VI), (C4H9)3NH+[CrO3X]-, (X=F, Cl). International Journal of Chemical Engineering and Applications 7:3, pages 213-216.
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Luciano Menini, Márcio C. Pereira, André C. Ferreira, José D. Fabris & Elena V. Gusevskaya. (2011) Cobalt–iron magnetic composites as heterogeneous catalysts for the aerobic oxidation of thiols under alkali free conditions. Applied Catalysis A: General 392:1-2, pages 151-157.
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S. Sundaram & P.S. RaghavanSundaram Srinivasan & Raghavan Seshan. 2011. Chromium -VI Reagents: Synthetic Applications. Chromium -VI Reagents: Synthetic Applications 19 46 .
S. Sundaram & P.S. RaghavanSundaram Srinivasan & Raghavan Seshan. 2011. Chromium -VI Reagents: Synthetic Applications. Chromium -VI Reagents: Synthetic Applications 5 17 .
Mohammad Kazem Mohammadi, Shahriare Ghammamy, Soroush Zarrinabadi, Mohammad Hossein Farjam & Behrang Sabayan. (2010) Tributylammonium Halochromates/silica Gel: Simple Reagents for Oxidative Coupling of Thiols to Symmetrical Disulfides. Chinese Journal of Chemistry 28:11, pages 2199-2203.
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Crossref
Momcilo MiljkovicMomčilo Miljković. 2009. Carbohydrates. Carbohydrates 245 290 .
Sabita Patel & B.K. Mishra. (2007) Chromium(VI) oxidants having quaternary ammonium ions: studies on synthetic applications and oxidation kinetics. Tetrahedron 63:21, pages 4367-4406.
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Gurunathan Ramalingam & Sampath Kumar Jayanthi. (2007) Mechanistic investigation of oxidation of aromatic anils by isonicotinium dichromate in acidic medium. A kinetic study. Transition Metal Chemistry 32:4, pages 475-480.
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D. S. Bhuvaneshwari & K. P. Elango. (2006) Correlation analysis of reactivity in the oxidation of anilines by nicotinium dichromate in nonaqueous media. International Journal of Chemical Kinetics 38:11, pages 657-665.
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C. Karunakaran & S. Suresh. (2004) Similar substituent effects in the oxidations of primary aliphatic alcohols with dichromates and halochromates of heterocyclic bases. International Journal of Chemical Kinetics 37:1, pages 5-9.
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A.R Hajipour, Hamid Bagheri & Arnold E. Ruoho. (2019) Oxidation of thiols with 1-butyl-4-aza-1-azoniabicyclo[2.2.2]octane dichromate (BABOD) under non-aqueous conditions. Journal of Chemical Research 2004:4, pages 286-287.
Crossref
Chockalingam Karunakaran & Sadasivam Suresh. (2003) Identical kinetic behavior of dichromates and halochromates of heterocyclic bases: oxidations of pentan‐1‐ol. Journal of Physical Organic Chemistry 17:1, pages 88-93.
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C. Karunakaran, S. Karuthapandian & S. Suresh. (2002) Kinetic evidence of a common mechanism in the oxidations of diethyl sulfide by dichromates and halochromates of heterocyclic bases. International Journal of Chemical Kinetics 35:1, pages 1-8.
Crossref
K.G. Sekar. (2019) Kinetic Studies on the Oxidation of Some Para and Meta-Substituted Benzaldeydes by Nicotinium Dichromate. Journal of Chemical Research 2002:12, pages 626-627.
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Abdol. R. Hajipour & Arnold E. Ruoho. (2019) Oxidation of Thiols to the Corresponding Disulfides with Tetramethylammonium Chlorochromate under Non-Aqueous Conditions. Journal of Chemical Research 2002:11, pages 547-549.
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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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Bahman Tamami & Hamid Yeganeh. (1997) Pyrazine-based polymeric complex of oxodiperoxochromium (VI) compound as a new stable, mild, efficient and versatile oxidant in organic synthesis. Tetrahedron 53:23, pages 7889-7896.
Crossref
Pedro Martin-Zarza, Pedro Gili, Catalina Ruiz-Perez, Fernando V. Rodriguez-Romero, German Lotter, Juan M. Arrieta, Maricel Torrent, Jordi Mestres, Miquel Solà & Miquel Duran. (1997) Preparation and characterization of pyridinium-n-carboxylate trioxochromate (VI) (n=3, 4) and pyridinium-4-carboxylic pyridine-4 carboxylate trioxochromate (VI) hemihydrate. Inorganica Chimica Acta 258:1, pages 53-63.
Crossref
. 1996. Comprehensive Heterocyclic Chemistry II. Comprehensive Heterocyclic Chemistry II 685 794 .
Marudai Balasubramanian & James G. Keay. 1996. Comprehensive Heterocyclic Chemistry II. Comprehensive Heterocyclic Chemistry II 245 300 .
I. M. Gella, A. I. Gladkova, V. A. Zolotukhina & N. A. Karpenko. (1995) Local antiandrogenic activity of steroid 3-spirooxiranes. Pharmaceutical Chemistry Journal 29:11, pages 753-756.
Crossref
I. M. Gella, L. Yu. Sergienko & A. N. Cherevko. (1994) Steroidal spirooxetanes. I. Synthesis and antiandrogenic properties of some 17-spirooxetanoandrostanes. Pharmaceutical Chemistry Journal 28:8, pages 561-565.
Crossref
Marielle Lemaire, Georges Jeminet, Jean-Gabriel Gourcy & Gérard Dauphin. (1993) 2- and 8- functionalized 1,4,7,10-tetraoxaspiro[5.5]undecanes. I. Synthesis of (±)-E,E and (±)-Z,E structures.. Tetrahedron 49:13, pages 2621-2628.
Crossref
Árpád Molnár. 1993. Hydroxyl, Ether and Peroxide Groups (1993). Hydroxyl, Ether and Peroxide Groups (1993) 937 1018 .
Marielle Lemaire, Georges Jeminet, Jean-Gabriel Gourcy & Gérard Dauphin. (1993) 2- and 8- functionalized 1,4,7,10-tetraoxaspiro[5.5]undecanes.. Tetrahedron: Asymmetry 4:9, pages 2101-2108.
Crossref
E.J. Baran & D. De Marco. (1991) Thermal behaviour of isonicotinium dichromate. Thermochimica Acta 186:2, pages 303-305.
Crossref
A. Stoller, C. Mioskowski, C. Sepulchre & F. Bellamy. (1991) Synthesis of a rigidified fatty acid derivative containing a highly strained 1,3-bis methylenecyclopentane moiety.. Tetrahedron Letters 32:4, pages 495-498.
Crossref
Steven V. Ley & Andrew Madin. 1991. Comprehensive Organic Synthesis. Comprehensive Organic Synthesis 251 289 .
E. Domínguez, C. Iriondo, C. Laborra, A. Linaza & J. Martínez. (2010) Oxidation of 2‐[2‐(3,4‐Dimethoxybenzylhydroxymethyl)‐4,5‐Dimethoxyphenyl]Ethanol Using Chromium (VI) Reagents. Bulletin des Sociétés Chimiques Belges 98:2, pages 133-138.
Crossref
C.M. Palopoli, S.B. Etcheverry & E.J. Baran. (1988) Vibrational and thermal behaviour of nicotinium dichromate. Thermochimica Acta 131, pages 273-277.
Crossref
Habib Firouzabadi, Daryoush Mohajer & Mohsen Entezari-Moghadam. (1988) Barium Ferrate Monohydrate BaFeO4·H2O, a Useful Oxidant for the Oxidation of Organic Compounds under Aprotic Conditions. Bulletin of the Chemical Society of Japan 61:6, pages 2185-2189.
Crossref
László Markó. (1988) Transition metals in organic synthesis: hydroformylation, reduction and oxidation. Journal of Organometallic Chemistry 343:1-3, pages 399-551.
Crossref
Alan H. Haines. 1988. Methods for Oxidation of Organic Compounds. Methods for Oxidation of Organic Compounds 5 165 .
. 1988. Compendium of Organic Synthetic Methods. Compendium of Organic Synthetic Methods 205 238 .
Fernando P. Cossio, M. Conception Lopez & Claudio Palomo. (1987) Pyridine assisted oxidations of alcohols to carbonyl compounds by means of 3-car☐ypyridinium dichromate (ndc) reagent. Tetrahedron 43:17, pages 3963-3974.
Crossref
Seung-Ho An. (1986) Oxidation of carbohydrates and a carbon-13 n.m.r. study of the keto sugars. Archives of Pharmacal Research 9:4, pages 229-232.
Crossref
Francisco Roldan, Alberto Gonzalez & Claudio Palomo. (1986) Nicotinium dichromate: a new cheap reagent for high-yielding large-scale oxidation of carbohydrates. Carbohydrate Research 149:1, pages C1-C4.
Crossref
C. LOPEZ, A. GONZALEZ, F. P. COSSIO & C. PALOMO. (2016) ChemInform Abstract: 3‐Carboypyridinium Dichromate (NDC) and 4‐Carboxypyridinium Dichromate (INDC).. Chemischer Informationsdienst 17:11.
Crossref

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