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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 31, 2001 - Issue 17
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Original Articles

FERRIC CHLORIDE HEXAHYDRATE: A CONVENIENT REAGENT FOR THE OXIDATION OF HANTZSCH 1,4-DIHYDROPYRIDINES

Jun Lu Department of Chemistry, Northwest University, Xi'an, 710069, People's Republic of China
,
Yinjuan Bai Department of Chemistry, Northwest University, Xi'an, 710069, People's Republic of China
,
Zhenjun Wang Department of Chemistry, Northwest University, Xi'an, 710069, People's Republic of China
,
BingQin Yang Department of Chemistry, Northwest University, Xi'an, 710069, People's Republic of China
&
Wuanhua Li Department of Chemical Engineering, Northwest University, Xi'an, 710069, People's Republic of China
Pages 2625-2630 | Received 06 Jul 2000, Published online: 09 Nov 2006

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S. Tasqeeruddin, Yahya I. Asiri & S. Shaheen. (2021) An environmentally benign, simple and proficient synthesis of quinoline derivatives catalyzed by FeCl3.6H2O as a green and readily available catalyst. Green Chemistry Letters and Reviews 14:1, pages 119-127.
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Jinlong Su, Cai Zhang, Dan Lin, Yiqin Duan, Xiangkai Fu & Ruizhu Mu. (2010) Oxidative Aromatization of Hantzsch 1,4-Dihydropyridines by H2O2/V2O5 at Room Temperature. Synthetic Communications 40:4, pages 595-600.
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Anil Saini, Sanjay Kumar & Jagir S. Sandhu. (2007) New Strategy for the Oxidation of Hantzsch 1,4‐Dihydropyridines and Dihydropyrido[2,3‐d]pyrimidines Catalyzed by DMSO under Aerobic Conditions. Synthetic Communications 37:14, pages 2317-2324.
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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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Articles from other publishers (30)

Liming Chang, Junyi Lai & Gaoqing Yuan. (2016) One-Pot Synthesis of Hantzsch Pyridines via NH 4 I Promoted Condensation of 1,3-Dicarbonyl Compounds with DMSO and NH 4 OAc . Chinese Journal of Chemistry 34:9, pages 887-894.
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Shujun Lai, Xuwen Ren, Jinzhong Zhao, Zhuo Tang & Guangxun Li. (2016) Simple Brønsted acid catalyzed C–H functionalization: efficient access to poly-substituted pyridines. Tetrahedron Letters 57:27-28, pages 2957-2961.
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Mahmood Tajbakhsh, Marzieh Heidary, Rahman Hosseinzadeh & Mohammadreza Azizi Amiri. (2016) FeCl 3 ·6H 2 O as a green and readily available catalyst for the synthesis of 1-oxo-hexahydroxanthenes by the condensation of salicylaldehydes with 1,3-diketones in aqueous media. Tetrahedron Letters 57:1, pages 141-145.
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Cui-Bing Bai, Nai-Xing Wang, Yan-Jing Wang, Xing-Wang Lan, Yalan Xing & Jia-Long Wen. (2015) A new oxidation system for the oxidation of Hantzsch-1,4-dihydropyridines and polyhydroquinoline derivatives under mild conditions. RSC Advances 5:122, pages 100531-100534.
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Bin-Hui Lou, Shu-Bin Chen, Jian Wang, Ying Chen & Jing-Hua Li. (2013) An Efficient Transition-Metal-Chloride/Sodium-Nitrite/TEMPO Catalytic System for Aerobic Oxidative Aromatisation of Hantzsch 1,4-Dihydropyridines. Journal of Chemical Research 37:7, pages 409-412.
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Maryam Gorjizadeh. (2013) Novel and Chemoselective Dehydrogenation of 3,4-Dihydropyrimidin-2(1H)-ones with 1,4-Bis(triphenylphosphonium)-2-butene Peroxodisulfate. Bulletin of the Korean Chemical Society 34:6, pages 1751-1754.
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Venkatesan Sathesh, Munusamy Sathishkumar, Gunasekar Ramachandran, Ravindranath S. Rathore & Kulathu Iyer Sathiyanarayanan. (2013) A green approach for the one-pot multi-component synthesis of N-substituted γ, δ and ε-lactams involving C–N bond formation catalyzed by FeCl3. RSC Advances 3:45, pages 23035.
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Huangdi Feng, Yuan Li, Erik V. Van der Eycken, Yanqing Peng & Gonghua Song. (2012) Synthesis of polysubstituted pyridines under combined microwave and ultrasound irradiation: K2CO3-promoted tandem addition/cyclization/hydrogen shift process. Tetrahedron Letters 53:9, pages 1160-1162.
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R. Murugan, K. Ramamoorthy, S. Sundarrajan & S. Ramakrishna. (2011) Simple and efficient synthesis of 2,6-dialkyl-3,5-dialkoxycarbonyl-4-(3-aryl-1-phenyl-pyrazol-4-yl)pyridines using TPAP/NMO as a catalyst under mild conditions. Tetrahedron 67:16, pages 2998-3002.
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Xiali Liao, Wenbin Lin, Jun Lu & Chun Wang. (2010) Oxidative aromatization of Hantzsch 1,4-dihydropyridines by sodium chlorite. Tetrahedron Letters 51:29, pages 3859-3861.
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Hamid Reza Memarian, Asadollah Farhadi & Hassan Sabzyan. (2010) Ultrasound-assisted dehydrogenation of 5-acetyl-3,4-dihydropyrimidin-2(1H)-ones. Ultrasonics Sonochemistry 17:3, pages 579-586.
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Hamid Reza Memarian & Asadollah Farhadi. (2009) Light-induced dehydrogenation of 3,4-dihydropyrimidin-2(1H)-ones. Monatshefte für Chemie - Chemical Monthly 140:10, pages 1217-1220.
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Parvin KUMAR. (2009) Solid State Oxidative Aromatization of Hantzsch 1,4‐Dihydropyridines to Pyridines Using Iodobenzene Diacetate or Hydroxy(tosyloxy)iodobenzene. Chinese Journal of Chemistry 27:8, pages 1487-1491.
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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.
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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.
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Hamid Reza Memarian & Asadollah Farhadi. (2008) Sono-thermal oxidation of dihydropyrimidinones. Ultrasonics Sonochemistry 15:6, pages 1015-1018.
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Pratibha Kumari & Shive M. S. Chauhan. (2009) Efficient synthesis of 5,10,15‐triarylcorroles using amberlyst 15 under solvent‐free conditions. Journal of Heterocyclic Chemistry 45:3, pages 779-783.
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Kalvi Hemanth Kumar & Paramasivan T. Perumal. (2007) A novel one-pot oxidative cyclization of 2′-amino and 2′-hydroxychalcones employing FeCl3·6H2O–methanol. Synthesis of 4-alkoxy-2-aryl-quinolines and flavones. Tetrahedron 63:38, pages 9531-9535.
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Vajiravelu Sivamurugan, Velayutham Murugesan, Valiyaveettil Suresh, Muthaiyahpillai Palanichamy & Ajayan Vinu. (2009) BIFC and QFC promoted rapid and cleaner aromatization of 1,4‐dihydropyridines under solvent‐free condition. Journal of Heterocyclic Chemistry 44:4, pages 973-977.
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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.
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P. Shanmugam & P.T. Perumal. (2006) Regioselective dehydrogenation of 3,4-dihydropyrimidin-2(1H)-ones mediated by ceric ammonium nitrate. Tetrahedron 62:41, pages 9726-9734.
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Andrew D. White & Fabrice Gallou. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
Behzad Zeynizadeh, Karim Akbari Dilmaghani & Asli Roozijoy. (2019) KBrO 3 /FeCl 3 as an Efficient Oxidising System for Aromatisation of Hantzsch 1,4-dihydropyridines in Wet Acetonitrile . Journal of Chemical Research 2005:10, pages 657-658.
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Behzad Zeynizadeh, Karim Akbari Dilmaghani & Asli Roozijoy. (2005) Aromatization of Hantzsch Ester 1,4-Dihydropyridines with Iodine under Normal Conditions and Ultrasound Irradiation. Journal of the Chinese Chemical Society 52:5, pages 1001-1004.
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Xiao-hua Cai, Hai-jun Yang & Guo-lin Zhang. (2005) Aromatization of 1,4-dihydropyridines with selenium dioxide. Canadian Journal of Chemistry 83:3, pages 273-275.
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Abolfazl Hosseini, Mohammad Reza Halvagar, Mohammad Ali Khalilzadeh, Ehsan Alaee & Mahmood Tajbakhsh. (2019) Fast microwave-assisted oxidation of 1,4-dihydropyridines with FeCl 3 .SiO 2 . Journal of Chemical Research 2005:1, pages 48-49.
Crossref
K. Hemanth Kumar, D. Muralidharan & P.T. Perumal. (2004) An efficient oxidation of 2-aryl-1,2,3,4-tetrahydro-4-quinolones employing ferric chloride hexahydrate–methanol: synthesis of naturally occurring 4-alkoxy-2-arylquinolines. Tetrahedron Letters 45:42, pages 7903-7906.
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Michael B. Smith. 2003. Compendium of Organic Synthetic Methods. Compendium of Organic Synthetic Methods 115 225 .
D. Scott Coffey, Stanley P. Kolis & Scott A. May. 2002. A Critical Review of the 2001 Literature Preceded by Two Chapter on Current Heterocyclic Topics. A Critical Review of the 2001 Literature Preceded by Two Chapter on Current Heterocyclic Topics 257 278 .
Jun Lu, Yinjuan Bai, Zhenjun Wang, BingQin Yang & Wuanhua Li. (2010) ChemInform Abstract: Ferric Chloride Hexahydrate: A Convenient Reagent for the Oxidation of Hantzsch 1,4‐Dihydropyridines.. ChemInform 32:51.
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