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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 37, 2007 - Issue 1
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Original Articles

Efficient Biginelli Reaction Catalyzed by Sulfamic Acid or Silica Sulfuric Acid under Solvent‐Free Conditions

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Pages 47-52 | Received 08 Jun 2006, Published online: 25 Jul 2007

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Read on this site (7)

Prerna Ganwir, Kanchan Gavali & Ganesh U. Chaturbhuj. (2023) N-(Phenylsulfonyl)Benzenesulfonamide: A New Organocatalyst for One-Pot, Solvent-Free Synthesis of Biginelli’s 3,4-Dihydropyrimidine-2(1H)-Thiones. Polycyclic Aromatic Compounds 43:4, pages 3182-3191.
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Yuting Liu, Lan Yang, Bin Liu, Dawei Yin, Yang Dang, Xiaoming Yang & Qian Zou. (2020) One Pot Biginelli Synthesis of Novel 3,4-Dihydropyrimidin-2(1H)-ones Catalyzed by Sulfamic Acid. Organic Preparations and Procedures International 52:6, pages 572-579.
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Susheel Gulati, Rajvir Singh, Jayant Sindhu & Suman Sangwan. (2020) Eco-friendly Preparations of Heterocycles Using Fruit Juices as Catalysts: A Review. Organic Preparations and Procedures International 52:5, pages 381-395.
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Govardhan Duguta, Chinna Rajanna Kamatala, Satish Kumar Mukka, Bhooshan Muddam & Yadaiah Chityala. (2020) N, N’-dimethyl formamide (DMF) mediated Vilsmeier–Haack adducts with 1,3,5-triazine compounds as efficient catalysts for the transesterification of β-ketoesters. Synthetic Communications 50:11, pages 1641-1655.
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Chhanda Mukhopadhyay & Arup Datta. (2013) Synthesis of Substituted Pyrimidinones Catalyzed by Boric Acid and Glycerol in Aqueous Medium. Synthetic Communications 43:3, pages 438-449.
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Behzad Zeynizadeh, Karim Akbari Dilmaghani & Mahdi Yari. (2009) NaHSO4·H2O as a Heterogeneous Acidic Reagent for Mild and Convenient Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones and Their Sulfur Derivatives. Phosphorus, Sulfur, and Silicon and the Related Elements 184:9, pages 2465-2471.
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Karim Akbari Dilmaghani, Behzad Zeynizadeh & Mahdi Yari. (2009) One-Pot Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones and Their Sulfur Derivatives with H2SO4 Supported on Silica Gel or Alumina. Phosphorus, Sulfur, and Silicon and the Related Elements 184:7, pages 1722-1728.
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Articles from other publishers (23)

Sachin S. Wazalwar & Franc Perdih. (2023) New Biginelli derivatives with trifluoro extension as inhibitors of epidermal growth factor receptor tyrosine kinase: molecular docking study in comparison with monastrol. Structural Chemistry 35:1, pages 191-208.
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Vinay Kumar, Rituparna Saha, Satyaki Chatterjee & Vivek Mishra. (2023) From traditional to greener alternatives: potential of plant resources as a biotransformation tool in organic synthesis. Reaction Chemistry & Engineering 8:11, pages 2677-2688.
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Do Van Quy, Alexey A. Kruzhilin, Nadezhda V. Stolpovskaya, Sergey V. Baranin, Mikhail A. Prezent, Mikhail E. Minyaev & Khidmet S. Shikhaliev. (2023) Diastereoselective synthesis of pyrimido[1,2-a][1,3,5]triazines based on the Biginelli reaction. Tetrahedron 134, pages 133298.
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Sachin S. Wazalwar, Anita R. Banpurkar & Franc Perdih. (2023) Synthesis, crystal structure and molecular docking study of new monastrol analogues as inhibitors of epidermal growth factor receptor tyrosine kinase. Journal of Molecular Structure 1274, pages 134508.
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Aleksandr S. Kazachenko, Mouna Medimagh, Noureddine Issaoui, Omar Al-Dossary, Marek J. Wojcik, Anna S. Kazachenko, Angelina V. Miroshnokova & Yuriy N. Malyar. (2022) Sulfamic acid/water complexes (SAA-H2O(1-8)) intermolecular hydrogen bond interactions: FTIR,X-ray, DFT and AIM analysis. Journal of Molecular Structure 1265, pages 133394.
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Kajal Mal & Chhanda Mukhopadhyay. (2022) Sulfamic acid promoted expeditious and column chromatography free synthesis of functionalized spiro [indoline-3, 7′-pyrano [3, 2-c: 5, 6-c'] dichromene]-2, 6′, 8′-trione derivatives under reflux conditions. Journal of Molecular Structure 1253, pages 132213.
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Paavan Kavi Param Gaitry Chopra, Trimurti L. Lambat, Sami H. Mahmood, Ratiram G. Chaudhary & Subhash Banerjee. (2021) Sulfamic Acid as Versatile Green Catalyst Used For Synthetic Organic Chemistry: A Comprehensive Update. ChemistrySelect 6:27, pages 6867-6889.
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L. Münster, B. Hanulíková, M. Machovský, F. Latečka, I. Kuřitka & J. Vícha. (2020) Mechanism of sulfonation-induced chain scission of selectively oxidized polysaccharides. Carbohydrate Polymers 229, pages 115503.
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Divya P. Narayanan, Anila Gopalakrishnan, Zahira Yaakob, Sankaran Sugunan & Binitha N. Narayanan. (2020) A facile synthesis of clay – graphene oxide nanocomposite catalysts for solvent free multicomponent Biginelli reaction. Arabian Journal of Chemistry 13:1, pages 318-334.
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Mohadese Yaghoobi Anzabi, Hossein Yazdani & Ayoob Bazgir. (2019) Electrostatically Enhanced Sulfuric Acid: A Strong Brønsted Acidic Catalyst for Multi-Component Reactions. Catalysis Letters 149:7, pages 1934-1940.
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Sharoni Gupta, Rukhsar Banu, Chetna Ameta, Rakshit Ameta & Pinki Bala Punjabi. (2019) Emerging Trends in the Syntheses of Heterocycles Using Graphene-based Carbocatalysts: An Update. Topics in Current Chemistry 377:3.
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Rajendra V. Patil, Jagdish U. Chavan, Dipak S. Dalal, Vaishali S. Shinde & Anil G. Beldar. (2019) Biginelli Reaction: Polymer Supported Catalytic Approaches. ACS Combinatorial Science 21:3, pages 105-148.
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Daniel Paprocki, Arleta Madej, Dominik Koszelewski, Anna Brodzka & Ryszard Ostaszewski. (2018) Multicomponent Reactions Accelerated by Aqueous Micelles. Frontiers in Chemistry 6.
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Mohammad Ali Zolfigol, Hossein Ghaderi, Saeed Baghery & Leila Mohammadi. (2016) Nanometasilica disulfuric acid (NMSDSA) and nanometasilica monosulfuric acid sodium salt (NMSMSA) as two novel nanostructured catalysts: applications in the synthesis of Biginelli-type, polyhydroquinoline and 2,3-dihydroquinazolin-4(1H)-one derivatives. Journal of the Iranian Chemical Society 14:1, pages 121-134.
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Ravibabu Velpula, Janardhan Banothu, Rajitha Gali, Rajitha Deshineni & Rajitha Bavantula. (2015) 1-Sulfopyridinium chloride: Green and expeditious ionic liquid for the one-pot synthesis of fused 3,4-dihydropyrimidin-2(1H)-ones and thiones under solvent-free conditions. Chinese Chemical Letters 26:3, pages 309-312.
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Goutam Brahmachari & Bubun Banerjee. (2014) Facile and One-Pot Access of 3,3-Bis(indol-3-yl)indolin-2-ones and 2,2-Bis(indol-3-yl)acenaphthylen-1(2 H )-one Derivatives via an Eco-Friendly Pseudo-Multicomponent Reaction at Room Temperature Using Sulfamic Acid as an Organo-Catalyst . ACS Sustainable Chemistry & Engineering 2:12, pages 2802-2812.
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Kawaljit Singh & Kamaljit Singh. 2012. 223 308 .
Suresh Patil, Swati D. Jadhav & Sanjeevani Y. Mane. (2011) Pineapple Juice as a Natural Catalyst: An Excellent Catalyst for Biginelli Reaction. International Journal of Organic Chemistry 01:03, pages 125-131.
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P. K. Dubey, P.V.V. Prasada Reddy & K. Srinivas. (2010) A facile solvent‐free synthesis of 1‐alkyl/aralkyl‐2‐(1‐arylsulfonyl alkyl) benzimidazoles using “TBAB” as surface catalyst. Journal of Heterocyclic Chemistry 47:6, pages 1317-1322.
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Zerong Wang. 2010. Comprehensive Organic Name Reactions and Reagents. Comprehensive Organic Name Reactions and Reagents 9 12 .
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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Changsheng Yao, Song Lei, Cuihua Wang, Chenxia Yu & Shujiang Tu. (2009) Solvent‐free synthesis of 5‐methyl‐7‐aryl‐4,7‐dihydrotetrazolo[1,5‐ a ]pyrimidine‐6‐carboxylic esters catalyzed by sulfamic acid . Journal of Heterocyclic Chemistry 45:6, pages 1609-1613.
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Wei‐Yi Chen, Su‐Dong Qin & Jian‐Rong Jin. (2007) Efficient Biginelli Reaction Catalyzed by Sulfamic Acid or Silica Sulfuric Acid under Solvent‐Free Conditions.. ChemInform 38:25.
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