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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 41, 2011 - Issue 3
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Original Articles

Rapid Synthesis of Polyfunctionalized Pyrano[2,3-c]pyrazoles via Multicomponent Condensation in Room-Temperature Ionic Liquids

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Pages 405-410 | Received 03 Oct 2009, Published online: 13 Jan 2011

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Ashishkumar P Katariya, Maya V. Katariya, Jaiprakash Sangshetti & Satish U Deshmukh. (2023) Ionic Liquid [(EMIM)Ac] Catalyzed Green and Efficient Synthesis of Pyrano[2,3-c]Pyrazole Derivatives. Polycyclic Aromatic Compounds 43:4, pages 3761-3775.
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Raman Singh, Rajneesh Kaur, Priyanka Ahlawat, Parul Kaushik & Kuldeep Singh. (2021) Green Methods for the Synthesis of Pyrazoles: A Review. Organic Preparations and Procedures International 53:4, pages 317-351.
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Zakaria Benzekri, Sara Sibous, Houda Serrar, Said Boukhris, Amina Hassikou, Rachida Ghailane & Abdelaziz Souizi. (2019) Efficient Synthesis of 1,4-Dihydropyrano[2,3-c]pyrazoles Using Snail Shell as a Biodegradable and Reusable Catalyst. Organic Preparations and Procedures International 51:6, pages 566-575.
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Mallappa Beerappa & Kalegowda Shivashankar. (2018) Four component synthesis of highly functionalized pyrano[2,3-c]pyrazoles from benzyl halides. Synthetic Communications 48:2, pages 146-154.
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Ali Javid, Amir Khojastehnezhad, Hossein Eshghi, Farid Moeinpour, Fatemeh F. Bamoharram & Javad Ebrahimi. (2016) Synthesis of Pyranopyrazoles using a Magnetically Separable Modified Preyssler Heteropoly Acid. Organic Preparations and Procedures International 48:5, pages 377-384.
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AmolB. Atar, Jong Tae Kim, Kwon Taek Lim & Yeon Tae Jeong. (2014) Synthesis of 6-Amino-2,4-dihydropyrano[2,3-c]pyrazol-5-carbonitriles Catalyzed by Silica-Supported Tetramethylguanidine Under Solvent-Free Conditions. Synthetic Communications 44:18, pages 2679-2691.
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Bekington Myrboh, Hormi Mecadon, Md. Rumum Rohman, Mantu Rajbangshi, Icydora Kharkongor, BadakerM. Laloo, Iadeishisha Kharbangar & Baskhemlang Kshiar. (2013) Synthetic Developments in Functionalized Pyrano[2,3-c]pyrazoles. A Review. Organic Preparations and Procedures International 45:4, pages 253-303.
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Yogita. R. Shelke, Vivek. D. Bobade, Dipak. R. Tope, Sachin. S. Kushare, Jyoti. A. Agashe & Ashok. V. Borhade. (2023) “Design of Novel MgZrO3@Fe2O3@ZnO as a Core-Shell Nano Catalyst: an Effective Strategy for the Synthesis of Pyranopyrazole Derivatives”. Current Organocatalysis 10:4, pages 320-330.
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Sagar Tanpure, Abhijeet Mulik, Mohan Rajmane & Shamrao Lawande. (2022) Novel ionic liquid dihydrogen 4,4′-trimethylenedipiperidine phosphate-catalyzed greener and efficient synthesis of dihydro pyrano [2,3-c] pyrazole. Research on Chemical Intermediates 49:3, pages 819-835.
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Junhua Li & Daming Du. (2015) Enantioselective Synthesis of N ‐Phenyl‐dihydropyrano[2,3‐ c ]pyrazoles via Cascade Michael Addition/Thorpe‐Ziegler Type Cyclization Catalyzed by a Chiral Squaramide . Chinese Journal of Chemistry 33:4, pages 418-424.
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Jitender M. Khurana, Anshika Lumb, Ankita Chaudhary & Bhaskara Nand. (2014) Acid Catalyzed Efficient Syntheses of Aryl-5 H -dibenzo[ b , i ]xanthene-5,7,12,14-(13 H )-tetraones and 3,3-(Arylmethylene)bis(2-hydroxynaphthalene-1,4-diones) and In Vitro Evaluation of their Antioxidant Activity . Journal of Heterocyclic Chemistry 51:6, pages 1747-1751.
Crossref
Toreshettahally R. Swaroop, Kothanahally S. Sharath Kumar, Mariyappan Palanivelu, Somu Chaitanya & Kanchugarakoppal S. Rangappa. (2014) A Catalyst-free Green Protocol for the Synthesis of Pyranopyrazoles Using Room Temperature Ionic Liquid Choline Chloride-urea. Journal of Heterocyclic Chemistry 51:6, pages 1866-1870.
Crossref
Ablajan Keyume, Zeynepgul Esmayil, Liju Wang & Feng Jun. (2014) Convenient DABCO-catalyzed one-pot synthesis of multi-substituted pyrano[2,3-c]pyrazole dicarboxylates. Tetrahedron 70:26, pages 3976-3980.
Crossref
Hemal B. Mehta, Bharat C. Dixit & Ritu B. Dixit. (2014) l-Proline catalyzed one-pot multi-component synthesis of 2-(1,3-diphenyl-1H-pyrazol-4-yl)quinazolin-4(3H)-one derivatives and their biological studies. Chinese Chemical Letters 25:5, pages 741-744.
Crossref
Alexey I. Ilovaisky, Michael G. Medvedev, Valentina M. Merkulova, Michail N. Elinson & Gennady I. Nikishin. (2014) Green Approach to the Design of Functionalized Medicinally Privileged 4-Aryl-1,4-dihydropyrano[2,3- c ]-pyrazole-5-carbonitrile Scaffold . Journal of Heterocyclic Chemistry 51:2, pages 523-526.
Crossref
Behrooz Maleki & Samaneh Sedigh Ashrafi. (2014) Nano α-Al 2 O 3 supported ammonium dihydrogen phosphate (NH 4 H 2 PO 4 /Al 2 O 3 ): preparation, characterization and its application as a novel and heterogeneous catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran and pyrano[2,3-c]pyrazole derivatives . RSC Adv. 4:81, pages 42873-42891.
Crossref
Satish A. Dake, Swapanil R. Sarda, Rajendra P. Marathe, Rajesh B. Nawale, Uday A. Deokate, Somshekhar S. Khadabadi & Rajendra P. Pawar. 2014. Green Chemistry: Synthesis of Bioactive Heterocycles. Green Chemistry: Synthesis of Bioactive Heterocycles 201 230 .
Rui-Yun Guo, Zhi-Min An, Li-Ping Mo, Shu-Tao Yang, Hong-Xia Liu, Shu-Xia Wang & Zhan-Hui Zhang. (2013) Meglumine promoted one-pot, four-component synthesis of pyranopyrazole derivatives. Tetrahedron 69:47, pages 9931-9938.
Crossref
Sunil U. Tekale, Sushma S. Kauthale, Kavita M. Jadhav & Rajendra P. Pawar. (2013) Nano-ZnO Catalyzed Green and Efficient One-Pot Four-Component Synthesis of Pyranopyrazoles. Journal of Chemistry 2013, pages 1-8.
Crossref
Anuj Thakur, Mohit Tripathi, U. Chinna Rajesh & Diwan S. Rawat. (2013) Ethylenediammonium diformate (EDDF) in PEG600: an efficient ambiphilic novel catalytic system for the one-pot synthesis of 4H-pyrans via Knoevenagel condensation. RSC Advances 3:39, pages 18142.
Crossref
Jitender M. Khurana, Ankita Chaudhary, Bhaskara Nand & Anshika Lumb. (2012) Aqua mediated indium(III) chloride catalyzed synthesis of fused pyrimidines and pyrazoles. Tetrahedron Letters 53:24, pages 3018-3022.
Crossref
Jitender M. Khurana, Ankita Chaudhary, Anshika Lumb & Bhaskara Nand. (2012) An expedient four-component domino protocol for the synthesis of novel benzo[a]phenazine annulated heterocycles and their photophysical studies. Green Chemistry 14:8, pages 2321.
Crossref
Yanlong Gu. (2012) Multicomponent reactions in unconventional solvents: state of the art. Green Chemistry 14:8, pages 2091.
Crossref
Clementina M.M. Santos & Artur M.S. Silva. 2012. 443 492 .
Larry Yet. 2012. 243 279 .
Zahed Karimi-Jaberi & Mohammad Mehdi ReyazoShams. (2011) Trichloroacetic acid as a solid heterogeneous catalyst for the rapid synthesis of dihydropyrano[2,3- c ]pyrazoles under solvent-free conditions . hc 17:5-6, pages 177-179.
Crossref
Jitender M. Khurana, Bhaskara Nand & Sanjay Kumar. (2011) ChemInform Abstract: Rapid Synthesis of Polyfunctionalized Pyrano[2,3‐c]pyrazoles via Multicomponent Condensation in Room‐Temperature Ionic Liquids.. ChemInform 42:30.
Crossref

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