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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 17
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Original Articles

Trimethylsilyl Chloride: A Facile and Efficient Reagent for One‐Pot Synthesis of 3,4‐Dihydropyrimidin‐2(1H)‐ones

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Pages 3167-3174 | Received 03 Mar 2004, Published online: 10 Jan 2011

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VladimirV. Novokshonov, IrinaA. Novokshonova, HienT. T. Nguyen & AlevtinaS. Medvedeva. (2012) Synthesis of 4-Alkynyl-substituted 3,4-Dihydropyrimidin-2(1H)-ones. Synthetic Communications 42:16, pages 2346-2354.
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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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Renwei Zheng, Xiaoxia Wang, Hui Xu & Jingxing Du. (2006) Brønsted Acidic Ionic Liquid: An Efficient and Reusable Catalyst for the Synthesis of 3,4‐Dihydropyrimidin‐2(1H)‐ones. Synthetic Communications 36:11, pages 1503-1513.
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Articles from other publishers (32)

Kaltoum Bakkouche, Aicha Anouar, Nadia Katir, Céline Nayral, Fabien Delpech & Abdelkrim El Kadib. (2023) Beyond hydrophobisation: Deciphering the surprising reactivity of trimethylsilyl reagents towards graphene oxide. FlatChem 39, pages 100502.
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Riyam Qays Chasib & Batool Haddad. Synthesis and characterization of some new dihydro pyrimidin-2(1H)-one derivatives. Synthesis and characterization of some new dihydro pyrimidin-2(1H)-one derivatives.
Navjeet Kaur. 2020. Metal and Nonmetal Assisted Synthesis of Six-Membered Heterocycles. Metal and Nonmetal Assisted Synthesis of Six-Membered Heterocycles 183 241 .
Mohammad Taqi Jafari-Chermahini & Hossein Tavakol. (2019) Immobilized Gelatin-λ-Carrageenan on Magnetite Nanoparticles as an Efficient Organocatalyst for Enantioselective Biginelli Reaction. ChemistrySelect 4:6, pages 1895-1902.
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Bipin Shinde, Santosh Kamble, Pramod Gaikwad, Vishvanath Ghanwat, Sagar Tanpure, Pavan Pagare, Bhausaheb Karale & Arvind Burungale. (2018) Novel catalytic application of Ni@ZnO nanoparticles and ZnO nanoflakes in aqueous solution of NaPTS hydrotrope at room temperature via a green synthesis of 3,4-dihydropyrimidin-2(1H)-ones. Research on Chemical Intermediates 44:5, pages 3097-3113.
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Fei Zhao, Xiuwen Jia, Pinyi Li, Jingwei Zhao, Jun Huang, Honglian Li & Lin Li. (2017) FeCl3∙6H2O/TMSBr-Catalyzed Rapid Synthesis of Dihydropyrimidinones and Dihydropyrimidinethiones under Microwave Irradiation. Molecules 22:9, pages 1503.
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Akbar Mobinikhaledi, Atisa Yazdanipour & Majid Ghashang. (2016) A green one-pot Biginelli synthesis of 3,4-dihydropyrimidin-2-(1H)-ones catalyzed by novel Aurivillius nanostructures under solvent-free conditions. Reaction Kinetics, Mechanisms and Catalysis 119:2, pages 511-522.
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Y.L.N. Murthy, Abdul Rajack & Kanithi Yuvaraj. (2016) Solvent free synthesis of 3,4-dihydropyrimidine-2-(1H)-ones/thiones catalyzed by N,O-bis(trimethylsilyl)acetamide and dicyclohexyl carbodimide. Arabian Journal of Chemistry 9, pages S1740-S1746.
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Santosh S. Undare, Navnath J. Valekar, Ajinkya A. Patravale, Dattatraya K. Jamale, Sunil S. Vibhute, Laxman S. Walekar, Govind B. Kolekar, M. B. Deshmukh & Prashant V. Anbhule. (2015) One-pot synthesis and in vivo biological evaluation of new pyrimidine privileged scaffolds as potent anti-inflammatory agents. Research on Chemical Intermediates 42:5, pages 4373-4386.
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A. K. Shiryaev, N. G. Kolesnikova, N. M. Kuznetsova & E. A. Lashmanova. (2014) Alkylation of Tetrahydropyrimidine-2-thiones with Ethyl Chloroacetate. Chemistry of Heterocyclic Compounds 49:11, pages 1681-1686.
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Eugeniy N. Ostapchuk, Andrey S. Plaskon, Oleksandr O. Grygorenko, Andrey A. Tolmachev & Sergey V. Ryabukhin. (2013) Protecting Group Free Synthesis of Carboxyl-substituted Dihydropyrimidines Through Biginelli Reaction. Journal of Heterocyclic Chemistry 50:6, pages 1299-1303.
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Srinivasa Rao Jetti, Divya Verma & Shubha Jain. (2013) Microwave-Assisted Synthesis of Spirofused Heterocycles Using Decatungstodivanadogermanic Heteropoly Acid as a Novel and Reusable Heterogeneous Catalyst under Solvent-Free Conditions. Journal of Catalysts 2013, pages 1-8.
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Zahed Karimi-Jaberi & Mohammad Sadegh Moaddeli. (2012) Synthesis of 3,4-Dihydropyrimidin-2(1H)-Ones and Their Corresponding 2(1H)Thiones Using Trichloroacetic Acid as a Catalyst under Solvent-Free Conditions. ISRN Organic Chemistry 2012, pages 1-4.
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Sergey V. Ryabukhin, Vasiliy S. Naumchik, Oleksandr O. Grygorenko & Andrey A. Tolmachev. (2012) Chlorotrimethylsilane‐Promoted Condensation of Ketones and Aminoazoles. Journal of Heterocyclic Chemistry 49:5, pages 1147-1150.
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Harshita Sachdeva & Diksha Dwivedi. (2012) Lithium-Acetate-Mediated Biginelli One-Pot Multicomponent Synthesis under Solvent-Free Conditions and Cytotoxic Activity against the Human Lung Cancer Cell Line A549 and Breast Cancer Cell Line MCF7. The Scientific World Journal 2012, pages 1-9.
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Kawaljit Singh & Kamaljit Singh. 2012. 223 308 .
Doris Dallinger, Hansjörg Lehmann, Jonathan D. MoseleyAlexander Stadler & C. Oliver Kappe. (2011) Scale-Up of Microwave-Assisted Reactions in a Multimode Bench-Top Reactor. Organic Process Research & Development 15:4, pages 841-854.
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Wen-Jing Li, Shuai Liu, Ping He & Ming-Wu Ding. (2010) New efficient synthesis of pyrimido[1,6-c]quinazolin-4-ones by a Biginelli 3CC/Staudinger/aza-Wittig sequence. Tetrahedron 66:41, pages 8151-8159.
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Sergey V. Ryabukhin, Andrey S. Plaskon, Semen S. Bondarenko, Eugeniy N. Ostapchuk, Oleksandr O. Grygorenko, Oleg V. Shishkin & Andrey A. Tolmachev. (2010) Acyl pyruvates as synthons in the Biginelli reaction. Tetrahedron Letters 51:32, pages 4229-4232.
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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.
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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.
Crossref
Sergey V. Ryabukhin, Andrey S. Plaskon, Eugeniy N. Ostapchuk, Dmitriy M. Volochnyuk, Oleg V. Shishkin & Andrey A. Tolmachev. (2008) CF3-substituted 1,3-dicarbonyl compounds in the Biginelli reaction promoted by chlorotrimethylsilane. Journal of Fluorine Chemistry 129:7, pages 625-631.
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Bunpei Hatano, Keita Nagahashi & Shigeki Habaue. (2007) Reductive Coupling of Aromatic Dialkyl Acetals Using the Combination of Zinc and Chlorotrimethylsilane in the Presence of Potassium Carbonate. Chemistry Letters 36:12, pages 1418-1419.
Crossref
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.
Crossref
Doris Dallinger & C Oliver Kappe. (2007) Automated generation of a dihydropyrimidine compound library using microwave-assisted processing. Nature Protocols 2:7, pages 1713-1721.
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Leonardo Pisani, Hana Prokopcová, Jennifer M. Kremsner & C. Oliver Kappe. (2007) 5-Aroyl-3,4-dihydropyrimidin-2-one Library Generation via Automated Sequential and Parallel Microwave-assisted Synthesis Techniques. Journal of Combinatorial Chemistry 9:3, pages 415-421.
Crossref
Mitra Matloobi & C. Oliver Kappe. (2007) Microwave-Assisted Solution- and Solid-Phase Synthesis of 2-Amino-4-arylpyrimidine Derivatives. Journal of Combinatorial Chemistry 9:2, pages 275-284.
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Razieh Fazaeli, Shahram Tangestaninejad, Hamid Aliyan & Majid Moghadam. (2006) One-pot synthesis of dihydropyrimidinones using facile and reusable polyoxometalate catalysts for the Biginelli reaction. Applied Catalysis A: General 309:1, pages 44-51.
Crossref
Yu-lin Zhu, Shen-lin Huang & Yuan-jiang Pan. (2005) Highly Chemoselective Multicomponent Biginelli-Type Condensations of Cycloalkanones, Urea or Thiourea and Aldehydes. European Journal of Organic Chemistry 2005:11, pages 2354-2367.
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
Yulin Zhu, Yuanjiang Pan & Shenlin Huang. (2005) Trimethylsilyl Chloride: A Facile and Efficient Reagent for One‐Pot Synthesis of 3,4‐Dihydropyrimidin‐2(1H)‐ones.. ChemInform 36:7.
Crossref
R. A. Stockman. (2005) 4  Heterocyclic chemistry. Annual Reports Section "B" (Organic Chemistry) 101, pages 103.
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