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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 20
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Original Articles

Bismuth Subnitrate Catalyzed Efficient Synthesis of 3,4‐Dihydropyrimidin‐2(1H)‐Ones: An Improved Protocol for the Biginelli Reaction

Y. Thirupathi Reddy Department of Chemistry, National Institute of Technology, Warangal, India
,
(Ms.) B. Rajitha Department of Chemistry, National Institute of Technology, Warangal, IndiaCorrespondence[email protected]
,
P. Narsimha Reddy Department of Chemistry, National Institute of Technology, Warangal, India
,
B. Sunil Kumar Department of Chemistry, National Institute of Technology, Warangal, India
&
V. P. Rao G Department of Chemistry, National Institute of Technology, Warangal, India
Pages 3821-3825 | Received 20 Jun 2004, Published online: 19 Apr 2010

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S. Sumathi & G. Buvaneswari. (2017) Room temperature synthesis of 3,4-dihydropyrimidin-2(1H)-one using apatite like oxyphosphate. Inorganic and Nano-Metal Chemistry 47:7, pages 961-965.
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M. Syamala. (2009) Recent Progress in Three-Component Reactions. An Update. Organic Preparations and Procedures International 41:1, pages 1-68.
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Y. Thirupathi Reddy, P. Raghotham Reddy, M. Nikhil Reddy, B. Rajitha & PeterA. Crooks. (2008) Sulfamic Acid: An Efficient, Cost-Effective, and Reusable Solid Acid Catalyst for the Synthesis of 1,8-Naphthyridines Under Solvent-Free Heating and Microwave Irradiation. Synthetic Communications 38:18, pages 3201-3207.
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Articles from other publishers (30)

Netra Prasad Neupane, Yuan-Seng Wu & Amita Verma. 2023. Dihydropyrimidinones as Potent Anticancer Agents. Dihydropyrimidinones as Potent Anticancer Agents 1 15 .
Morvarid Najjar, Mohammad Ali Nasseri, Majid Darroudi & Ali Allahresani. (2022) Synthesis of dihydropyrimidinone and dihydropyridine derivatives by a GQDs-based magnetically nanocatalyst under solvent-free conditions. Journal of Environmental Chemical Engineering 10:6, pages 108854.
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Zsanett Szécsényi, Ferenc Fülöp & Sándor B. Ötvös. (2021) Bismuth Subnitrate-Catalyzed Markovnikov-Type Alkyne Hydrations under Batch and Continuous Flow Conditions. Molecules 26:10, pages 2864.
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Gábor Varga, Marianna Kocsis, Ákos Kukovecz, Zoltán Kónya, Igor Djerdj, Pál Sipos & István Pálinkó. (2020) CuIBiOI is an efficient novel catalyst in Ullmann-type CN couplings with wide scope—A rare non-photocatalyic application. Molecular Catalysis 493, pages 111072.
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Navjeet Kaur. 2020. Metal and Nonmetal Assisted Synthesis of Six-Membered Heterocycles. Metal and Nonmetal Assisted Synthesis of Six-Membered Heterocycles 183 241 .
Divya P. Narayanan, Sugunan Sankaran & Binitha N. Narayanan. (2019) Novel rice husk ash - reduced graphene oxide nanocomposite catalysts for solvent free Biginelli reaction with a statistical approach for the optimization of reaction parameters. Materials Chemistry and Physics 222, pages 63-74.
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Samira Kazemi, Akbar Mobinikhaledi & Mojgan Zendehdel. (2017) NaY Zeolite Functionalized by Sulfamic Acid/Cu(OAc) 2 as a Novel and Reusable Heterogeneous Hybrid Catalyst in Efficient Synthesis of Bis, Tris, and Tetrakis(indolyl)methanes, 3,4-Dihydropyrimidin-2(1 H )-ones, and 2-Aryl-1 H -benzothiazoles . Journal of the Chinese Chemical Society 64:7, pages 764-776.
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Mariana Matias, Gonçalo Campos, Samuel Silvestre, Amílcar Falcão & Gilberto Alves. (2017) Early preclinical evaluation of dihydropyrimidin(thi)ones as potential anticonvulsant drug candidates. European Journal of Pharmaceutical Sciences 102, pages 264-274.
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Xiang Zhang, Xiaoyu Gu, Yuhua Gao, Shipeng Nie & Hongfei Lu. (2017) (C 5 H 6 N 4 O)(C 5 H 5 N 4 O) 3 (C 5 H 4 N 4 O)[Bi 2 Cl 11 ]Cl 2 as a simple and efficient catalyst in Biginelli reaction . Applied Organometallic Chemistry 31:4, pages e3590.
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Liza Saher, Malika Makhloufi-Chebli, Leila Dermeche, Baya Boutemeur-Khedis, Cherifa Rabia, Artur M.S. Silva & Maamar Hamdi. (2016) Keggin and Dawson-type polyoxometalates as efficient catalysts for the synthesis of 3,4-dihydropyrimidinones: experimental and theoretical studies. Tetrahedron Letters 57:13, pages 1492-1496.
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Shanmugam Sumathi & Buvaneswari Gopal. (2015) Synthesis, characterization and catalytic activity of modified fluorapatite towards the multicomponent one-pot Biginelli condensation. Reaction Kinetics, Mechanisms and Catalysis 117:1, pages 77-86.
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Long-gang YE, Ye JIANG, Chao-bo TANG, Yong-ming CHEN & Mo-tang TANG. (2014) Preparation of bismuth subcarbonate by liquid ball-milling transformation method from bismuth oxide. Transactions of Nonferrous Metals Society of China 24:9, pages 3001-3007.
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Rama Krishna Yadlapalli, O.P. Chourasia & Ramu Sridhar Perali. (2012) A facile one-pot synthesis of 2-thioxo-dihydropyrimidines and polyfunctionalized pyran derivatives as mimics of novel calcium channel modulators. Tetrahedron Letters 53:49, pages 6725-6728.
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Sadegh Rostamnia & Kamran Lamei. (2012) Diketene-based neat four-component synthesis of the dihydropyrimidinones and dihydropyridine backbones using silica sulfuric acid (SSA). Chinese Chemical Letters 23:8, pages 930-932.
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Kawaljit Singh & Kamaljit Singh. 2012. 223 308 .
N. C. Desai, M. T. Chhabaria, Amit Dodiya, Ajit M. Bhavsar & B. B. Baldaniya. (2010) Synthesis, characterization, anticancer activity, and QSAR-studies of some new tetrahydropyrimidines. Medicinal Chemistry Research 20:8, pages 1331-1339.
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Davood Azarifar, Kaveh Khosravi, Khadijeh Soleimani & Zohreh Najminejad. (2011) Microwave-assisted solvent-free synthesis of 3,4-dihydropyrimidin-2(1H)-ones catalyzed by NH4OBr. Collection of Czechoslovak Chemical Communications 76:8, pages 989-995.
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Jason M. Bothwell, Scott W. Krabbe & Ram S. Mohan. (2011) Applications of bismuth(iii) compounds in organic synthesis. Chemical Society Reviews 40:9, pages 4649.
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Zerong Wang. 2010. Comprehensive Organic Name Reactions and Reagents. Comprehensive Organic Name Reactions and Reagents 1046 1050 .
Zerong Wang. 2010. Comprehensive Organic Name Reactions and Reagents. Comprehensive Organic Name Reactions and Reagents 9 12 .
Mladen Litvić, Ivana Večenaj, Zrinka Mikuldaš Ladišić, Marija Lovrić, Vladimir Vinković & Mirela Filipan-Litvić. (2010) First application of hexaaquaaluminium(III) tetrafluoroborate as a mild, recyclable, non-hygroscopic acid catalyst in organic synthesis: a simple and efficient protocol for the multigram scale synthesis of 3,4-dihydropyrimidinones by Biginelli reaction. Tetrahedron 66:19, pages 3463-3471.
Crossref
Maksim A. Kolosov, Valeriy D. Orlov, Dmitriy A. Beloborodov & Victor V. Dotsenko. (2008) A chemical placebo: NaCl as an effective, cheapest, non-acidic and greener catalyst for Biginelli-type 3,4-dihydropyrimidin-2(1H)-ones (-thiones) synthesis. Molecular Diversity 13:1, pages 5-25.
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Ivica Cepanec, Mladen Litvić, Mirela Filipan-Litvić & Ivana Grüngold. (2007) Antimony(III) chloride-catalysed Biginelli reaction: a versatile method for the synthesis of dihydropyrimidinones through a different reaction mechanism. Tetrahedron 63:48, pages 11822-11827.
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Cheng Jiang & Qi Dong You. (2007) An efficient and solvent-free one-pot synthesis of dihydropyrimidinones under microwave irradiation. Chinese Chemical Letters 18:6, pages 647-650.
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Ezzat Rafiee & Fomaida Shahbazi. (2006) One-pot synthesis of dihydropyrimidones using silica-supported heteropoly acid as an efficient and reusable catalyst: Improved protocol conditions for the Biginelli reaction. Journal of Molecular Catalysis A: Chemical 250:1-2, pages 57-61.
Crossref
Ezzat Rafiee & Hadi Jafari. (2006) A practical and green approach towards synthesis of dihydropyrimidinones: Using heteropoly acids as efficient catalysts. Bioorganic & Medicinal Chemistry Letters 16:9, pages 2463-2466.
Crossref
V. Naveen Kumar, P. Someshwar, P. Narsimha Reddy, Y. Thirupathi Reddy & B. Rajitha. (2009) Copper dipyridine dichloride as a mild and efficient catalyst for a one pot condensation bigenelli reaction. Journal of Heterocyclic Chemistry 42:5, pages 1017-1019.
Crossref
Ivica Cepanec, Mladen Litvić, Anamarija Bartolinčić & Marija Lovrić. (2005) Ferric chloride/tetraethyl orthosilicate as an efficient system for synthesis of dihydropyrimidinones by Biginelli reaction. Tetrahedron 61:17, pages 4275-4280.
Crossref
Y. Thirupathi Reddy, B. Rajitha, P. Narsimha Reddy, B. Sunil Kumar & V. P. Rao. (2005) Bismuth Subnitrate Catalyzed Efficient Synthesis of 3,4‐Dihydropyrimidin‐2(1H)‐ones: An Improved Protocol for the Biginelli Reaction.. ChemInform 36:12.
Crossref
R. A. Stockman. (2005) 4  Heterocyclic chemistry. Annual Reports Section "B" (Organic Chemistry) 101, pages 103.
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