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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 31, 2001 - Issue 6
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Original Articles

CHEMOSELECTIVE OXIDATION OF 1,4-DIHYDROPYRIDINES WITH [NO+.CROWN.H(NO3)2−]

Mohammad Ali Zolfigol Chemistry Department, College of Science, Bu-Ali Sina University, Hamadan, 65174, I.R. IranCorrespondence[email protected]
,
Mohammad Hassan Zebarjadian Chemistry Department, College of Science, Bu-Ali Sina University, Hamadan, 65174, I.R. Iran
,
Majid M. Sadegh Chemistry Department, College of Science, Isfahan University, Isfahan, Iran
,
Iraj Mohammadpoor-Baltork Chemistry Department, College of Science, Isfahan University, Isfahan, Iran
,
Hamid Reza Memarian Chemistry Department, College of Science, Isfahan University, Isfahan, Iran
&
Mojtaba Shamsipur Chemistry Department, College of Science, Razi University, Kermanshah, Iran
Pages 929-934 | Received 01 Mar 2000, Published online: 09 Nov 2006

Citations (35)

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Read on this site (7)

Mohammad Ali Zolfigol, Peyman Salehi, Arash Ghorbani-Choghamarani, Maliheh Safaiee & Mozhgan Shahamirian. (2007) Silica Chromate as a Novel Oxidizing Agent for the Oxidation of 1,4‐Dihydropyridines. Synthetic Communications 37:11, pages 1817-1823.
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Behzad Zeynizadeh, Karim Akbari Dilmaghani & Asli Roozijoy. (2005) Oxidative‐Aromatization of Hantzsch Ester 1,4‐Dihydropyridines by KBrO3/SnCl4 · 5H2O Under Mild Condition. Synthetic Communications 35:4, pages 557-562.
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M. Tajbakhsh, M.M. Lakouraj & Vida Khojasteh. (2004) CARO'S ACID SUPPORTED ON SILICA GEL. PART 7: A VERSATILE REAGENT FOR THE AROMATIZATION OF HANTZSCH 1,4-DIHYROPYRIDINES UNDER NON-AQUEOUS CONDITION AND MICROWAVE IRRADIATION. Phosphorus, Sulfur, and Silicon and the Related Elements 179:3, pages 463-468.
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Mohammad Ali Zolfigol, Farhad Shirini & Arash Ghorbani Chogamarani. (2003) Silica Chloride/NaNO2 as a Novel Heterogeneous System for the Nitration of Phenols Under Mild Conditions. Phosphorus, Sulfur, and Silicon and the Related Elements 178:9, pages 2019-2025.
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Mohammad Ali Zolfigol, Farhad Shirini, Arash Ghorbani Choghamarani & Iraj Mohammadpoor-Baltork. (2003) Silica Chloride/NaNO 2 as a Novel Heterogeneous System for the Oxidation of 1,4-Dihydropyridines Under Mild Conditions via In Situ Generation of NOCl. Phosphorus, Sulfur, and Silicon and the Related Elements 178:8, pages 1709-1715.
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Mohammad Ali Zolfigol & Arash Ghorbani Choghamarani. (2003) Silica Sulfuric Acid/NaNO 2 as a Novel Heterogeneous System for the Chemoselective α-Nitrosation of β-Diketones Under Mild Conditions. Phosphorus, Sulfur, and Silicon and the Related Elements 178:7, pages 1623-1629.
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Mohammad Ali Zolfigol, Gholamabbas Chehardoli & Shadpour E. Mallakpour. (2003) Silica Sulfuric Acid/NaNO2 as a Novel Heterogeneous System for the Oxidation of Urazoles Under Mild Conditions. Synthetic Communications 33:5, pages 833-841.
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Articles from other publishers (28)

Haniyeh Saffarian, Fatemeh Karimi, Meysam Yarie & Mohammad Ali Zolfigol. (2021) Fe3O4@SiO2@(CH2)3-urea-quinoline sulfonic acid chloride: A novel catalyst for the synthesis of coumarin containing 1,4 dihydropyridines. Journal of Molecular Structure 1224, pages 129294.
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Mahya Kiafar, Mohammad Ali Zolfigol, Meysam Yarie & Avat(Arman) Taherpour. (2016) The first computational study for the oxidative aromatization of pyrazolines and 1,4-dihydropyridines using 1,2,4-triazolinediones: an anomeric-based oxidation. RSC Advances 6:104, pages 102280-102291.
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Poulomi Majumdar, Anita Pati, Rajani K. Behera & Ajaya Kumar Behera. (2013) Para Substituted Benzaldehydes as Expedient Reagents for the Oxidative Aromatization of Hydroquinoline. Journal of Heterocyclic Chemistry 50:3, pages 703-712.
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Mladen Litvić, Maja Regović, Karolina Šmic, Marija Lovrić & Mirela Filipan-Litvić. (2012) Remarkably fast and selective aromatization of Hantzsch esters with MoOCl4 and MoCl5: A chemical model for possible biologically relevant properties of molybdenum-containing enzymes. Bioorganic & Medicinal Chemistry Letters 22:11, pages 3676-3681.
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Gholamabbas Chehardoli, Mohammad Ali Zolfigol, Ezat Ghaemi, Elaheh Madrakian, Khodabakhsh Niknam & Shadpour Mallakpour. (2012) N 2 O 4 Chemisorbed onto n ‐Propylsilica Kryptofix 21 and Kriptofix 22 as Two New Functional Polymers for the Fast Oxidation of Urazoles and 1,4‐Dihydropyridines . Journal of Heterocyclic Chemistry 49:3, pages 596-599.
Crossref
Maryam Gorjizadeh & Mohammad Abdollahi-Alibeik. (2011) n-Butyltriphenylphosphonium peroxodisulfate: A cheap and efficient reagent for the aromatization of Hantzsch 1,4-dihydropyridines. Chinese Chemical Letters 22:1, pages 61-64.
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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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Parvin Kumar & Ashwani Kumar. (2010) An Expeditious Oxidative Aromatization of Hantzsch 1,4-Dihydropyridines to Pyridines Using Cetyltrimethylammonium Peroxodisulfate: A Phase Transferring Oxidant. Bulletin of the Korean Chemical Society 31:8, pages 2299-2303.
Crossref
Ajam C. Shaikh & Chinpiao Chen. (2010) Facile and efficient aromatization of 1,4-dihydropyridines with M(NO3)2·XH2O, TNCB, TBAP and HMTAI and preparation of deuterium labeled dehydronifedipine from nifedipine-d3. Bioorganic & Medicinal Chemistry Letters 20:12, pages 3664-3668.
Crossref
Masoud Nasr‐Esfahani, Bahador Karami & Masoume Behzadi. (2009) A simple, efficient, one‐pot three‐component domino synthesis of Hantzsch pyridines under solvent‐free condition. Journal of Heterocyclic Chemistry 46:5, pages 931-935.
Crossref
Mirela Filipan-Litvić, Mladen Litvić & Vladimir Vinković. (2008) Rapid, efficient, room temperature aromatization of Hantzsch-1,4-dihydropyridines with vanadium(V) salts: superiority of classical technique versus microwave promoted reaction. Tetrahedron 64:48, pages 10912-10918.
Crossref
Mirela Filipan-Litvić, Mladen Litvić & Vladimir Vinković. (2008) A highly efficient biomimetic aromatization of Hantzsch-1,4-dihydropyridines with t-butylhydroperoxide, catalysed by iron(III) phthalocyanine chloride. Bioorganic & Medicinal Chemistry 16:20, pages 9276-9282.
Crossref
Mirela Filipan-Litvić, Mladen Litvić & Vladimir Vinković. (2008) An efficient, metal-free, room temperature aromatization of Hantzsch-1,4-dihydropyridines with urea–hydrogen peroxide adduct, catalyzed by molecular iodine. Tetrahedron 64:24, pages 5649-5656.
Crossref
Mohammad Ali Zolfigol, Ezat Ghaemi, Elaheh Madrakian & Khodabakhsh Niknam. (2013) PEG‐N 2 O 4 System as an Efficient Reagent both for the Rapid Oxidation of Urazoles and 1,4‐Dihydropyridines under Nonaqueous Conditions . Journal of the Chinese Chemical Society 55:3, pages 704-711.
Crossref
Mohammad Ali Zolfigol, Gholamabbas Chehardoli, Sadegh Salehzadeh, Harry Adams & Michael D. Ward. (2007) {[K.18-Crown-6]Br3}n: a unique tribromide-type and columnar nanotube-like structure for the oxidative coupling of thiols and bromination of some aromatic compounds. Tetrahedron Letters 48:45, pages 7969-7973.
Crossref
Khodabakhsh Niknam, Bahador Karami & Mohammad Ali Zolfigol. (2007) Silica sulfuric acid promoted aromatization of 1,2-dihydroquinolines by using NaNO2 as oxidizing agent under mild and heterogeneous conditions. Catalysis Communications 8:9, pages 1427-1430.
Crossref
Hadi Adibi & Abdol Reza Hajipour. (2007) A convenient and efficient protocol for oxidative aromatization of Hantzsch 1,4-dihydropyridines using benzyltriphenylphosphonium peroxymonosulfate under almost neutral reaction conditions. Bioorganic & Medicinal Chemistry Letters 17:4, pages 1008-1012.
Crossref
Morteza Montazerozohori, Bahador Karami, Masoud Nasr-Esfahani & Sayed Alireza Musavi. (2007) SIVER SALTS/ IODINE MONOCHLORIDE AS A NEW OXIDATION SYSTEM FOR THE OXIDATIVE AROMATIZATION OF 1, 4-DIHYDROPYRIDINES. Heterocyclic Communications 13:5.
Crossref
Karim Akbari Dilmaghani, Behzad Zeynizadeh & Mansoor mirzaei. (2007) OXIDATIVE-AROMATIZATION OF HANTZSCH ESTER 1,4-DIHYDROPYRIDINES BY KBRO3/COCL2.6H2O UNDER MILD CONDITION. Heterocyclic Communications 13:2-3.
Crossref
Majid Moghadam, Masoud Nasr-Esfahani, Shahram Tangestaninejad & Valiollah Mirkhani. (2006) Mild and efficient oxidation of Hantzsch 1,4-dihydropyridines with sodium periodate catalyzed by a new polystyrene-bound Mn(TPP)Cl. Bioorganic & Medicinal Chemistry Letters 16:7, pages 2026-2030.
Crossref
Khodabakhsh Niknam, Mohammah Ali Zolfigol & Farideh Rabani. (2006) AROMATIZATION OF 1,4-DIHYDROPYRIDINES IN THE PRESENCE OF TOLUENESULFONYL CHOLORIDE/ NaNO2/ WET-SiO2 UNDER MICROWAVE IRRADIATION. Heterocyclic Communications 12:3-4.
Crossref
Khodabakhsh Niknam, Seyed Mehdi Razavian, Mohammah Ali Zolfigol & Iraj Mohammahpoor‐Baltork. (2009) Aromatization of 1,4‐dihydropyridines in the presence of methanesulfonic acid/NaNO 2 /wet SiO 2 under both heterogeneous and solvent free conditions . Journal of Heterocyclic Chemistry 43:1, pages 199-202.
Crossref
Mohammad Ali Zolfigol, Arash Ghorbani Choghamarani, Mozhgan Shahamirian, Maliheh Safaiee, Iraj Mohammadpoor-Baltork, Shadpour Mallakpour & Mohammad Abdollahi-Alibeik. (2005) 4-Phenyl-1,2,4-triazole-3,5-dione as a novel and reusable reagent for the aromatization of 1,4-dihydropyridines under mild conditions. Tetrahedron Letters 46:33, pages 5581-5584.
Crossref
Bahador Karami, Morteza Montazerozohori & Masoud Nasr-Esfahani. (2005) Catalytic Aromatization of Hantzsch 1,4-Dihydropyridines by Bis(salicylaldehyde-1,2-phenylenediimine) Mn(III) Chloride Using Urea Hydrogen Peroxide as Mild and Efficient Oxidant. HETEROCYCLES 65:9, pages 2181.
Crossref
Khodabakhsh Niknam, Mohammah Ali Zolfigol, Seyed Mehdi Razavian & Iraj Mohammadpoor-Baltork. (2005) Molybdatophosphoric Acid/NaNO2/Wet SiO2 as an Efficient System for Oxidation of 1,4-Dihydropyridines under Mild and Heterogeneous Conditions. HETEROCYCLES 65:3, pages 657.
Crossref
Michael B. Smith. 2003. Compendium of Organic Synthetic Methods. Compendium of Organic Synthetic Methods 115 225 .
Mohammad Ali ZolfigolArash Ghorbani ChoghamaraniSolmaz DialamehMajid M. Sadeghi, Iraj Mohammadpoor-Baltork & Hamid Reza Memarian. (2019) An Efficient Method for the Oxidation of 1,4-Dihydropyridines under Mild and Heterogeneous Conditions via in Situ Generation of NOCl . Journal of Chemical Research 2003:1, pages 18-20.
Crossref
Mohammad Ali Zolfigol, Mohammad Hassan Zebarjadian, Majid M. Sadegh, Iraj Mohammadpoor‐Baltork, Hamid Reza Memarian & Mojtaba Shamsipur. (2010) ChemInform Abstract: Chemoselective Oxidation of 1,4‐Dihydropyridines with [NO + .crown.H(NO 3 ) 2 ‐ ]. . ChemInform 32:35.
Crossref

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