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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 24
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Original Articles

Three‐Component One‐Pot Synthesis of 1,4‐Dihydropyrano[2,3‐c]pyrazole Derivatives in Aqueous Media

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Pages 4557-4563 | Received 18 Jun 2004, Published online: 10 Jan 2011

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Read on this site (8)

Leila Amiri-Zirtol & Mohammad Ali Amrollahi. (2022) Borax: An Environmentally Clean Catalyst for the Synthesize of Pyrano[2,3-c]Pyrazoles and Xanthene-1,8-Diones in H2O. Polycyclic Aromatic Compounds 42:8, pages 5696-5707.
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JitenderM. Khurana, Bhaskara Nand & Sanjay Kumar. (2011) Rapid Synthesis of Polyfunctionalized Pyrano[2,3-c]pyrazoles via Multicomponent Condensation in Room-Temperature Ionic Liquids. Synthetic Communications 41:3, pages 405-410.
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Hassan Sheibani & Maryam Babaie. (2009) Three-Component Reaction to Form 1,4-Dihydropyrano[2,3-c]pyrazol-5-yl Cyanides. Synthetic Communications 40:2, pages 257-265.
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Da‐Qing Shi, Hao Yao & Jing‐Wen Shi. (2008) Three‐Component, One‐Pot Synthesis of Pyrazolo[3,4‐b]pyridine Derivatives in Aqueous Media. Synthetic Communications 38:10, pages 1662-1669.
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Zhongjiao Ren, Weiguo Cao, Weiqi Tong & Zhu Jin. (2005) Solvent‐Free, One‐Pot Synthesis of Pyrano[2,3‐c]pyrazole Derivatives in the Presence of KF·2H2O by Grinding. Synthetic Communications 35:19, pages 2509-2513.
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Articles from other publishers (65)

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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Adurthi Suryakumari & Chithaluri Sudhakar. (2023) One-pot Synthesis of 1,4 Dihydro Pyrano [2, 3- c ] Pyrazole using Chitosan- p -toluene Sulfonate as a Biodegradable Catalyst in an Aqueous Medium . Letters in Organic Chemistry 20:7, pages 596-602.
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Mohammed Asiri, Ahmed Ghalib Abdulsalam, Mustafa Kahtan, Fahad Alsaikhan, Issa Farhan, Dhameer A. Mutlak, Salema K. Hadrawi, Muath Suliman, Ritamaria Di Lorenzo & Sonia Laneri. (2022) Synthesis of New Zirconium Magnetic Nanocomposite as a Bioactive Agent and Green Catalyst in the Four-Component Synthesis of a Novel Multi-Ring Compound Containing Pyrazole Derivatives. Nanomaterials 12:24, pages 4468.
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Swapan Kumar Biswas & Debasis Das. (2022) One-pot Synthesis of Pyrano[2,3-c]pyrazole Derivatives via Multicomponent Reactions (MCRs) and their Applications in Medicinal Chemistry. Mini-Reviews in Organic Chemistry 19:5, pages 552-568.
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Yatin U. Gadkari, Navnath T. Hatvate & Vikas N. Telvekar. (2021) Concentrated solar radiation-assisted one-pot/multicomponent synthesis of pyranopyrazole derivatives under neat condition. Research on Chemical Intermediates 47:10, pages 4245-4255.
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Bushra Chowhan, Monika Gupta & Neha Sharma. (2020) Fabrication and characterization of adenine‐grafted carbon‐modified amorphous ZnO with enhanced catalytic activity. Applied Organometallic Chemistry 34:12.
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Ke Chen, Guangzu He, Qiong Tang & Qahtan A. Yousif. (2020) One-Pot Access to Diverse Functionalized Pyran Annulated Heterocyclic Systems Using SCMNPs@BPy-SO3H as a Novel Magnetic Nanocatalyst. Bulletin of Chemical Reaction Engineering & Catalysis 15:2, pages 348-366.
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Fatma A. Ragab, Yassin M. Nissan, Emad M. Seif, Ahmed Maher & Reem K. Arafa. (2020) Synthesis and in vitro investigation of novel cytotoxic pyrimidine and pyrazolopyrimidne derivatives showing apoptotic effect. Bioorganic Chemistry 96, pages 103621.
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Jalili Milani, Malek Taher Maghsoodlou, Nourallah Hazeri & Mahmoud Nassiri. (2019) Alpha-Casein: an efficient, green, novel, and eco-friendly catalyst for one-pot multi-component synthesis of bis (pyrazol-5-ols), dihydro-pyrano[2,3-c]pyrazoles and spiropyranopyrazoles in an environmentally benign manner. Journal of the Iranian Chemical Society 16:8, pages 1651-1664.
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Jie Liang, Mengnisa Seydimemet, Zulpiya Ghalip & Keyume Ablajan. (2018) InCl3-catalyzed one-pot synthesis of multi-substituted pyrano[2,3-c]pyrazole-4-carboxylic acid esters under ultrasound irradiation. Molecular Diversity 23:2, pages 275-282.
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Maryam Arghan, Nadiya Koukabi & Eskandar Kolvari. (2019) Polyvinyl amine as a modified and grafted shell for Fe3O4 nanoparticles: As a strong solid base catalyst for the synthesis of various dihydropyrano[2,3-c]pyrazole derivatives and the Knoevenagel condensation. Journal of Saudi Chemical Society 23:2, pages 150-161.
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Seyedeh Aghigh Hamrahian, Sadegh Salehzadeh, Jamshid Rakhtshah, Farshid Haji babaei & Niloofar Karami. (2019) Preparation, characterization and catalytic application of molybdenum Schiff-base complex immobilized on silica-coated Fe 3 O 4 as a reusable catalyst for the synthesis of pyranopyrazole derivatives . Applied Organometallic Chemistry 33:2, pages e4723.
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Mohammad Dashteh, Saeed Baghery, Mohammad Ali Zolfigol, Yadollah Bayat & Asiye Asgari. (2019) 1,10-Phenanthrolin-1-ium Trinitromethanide (1,10-PHTNM) as a Nano Molten Salt Catalyst With Y-Aromatic Counter Ion: Applications for Synthesis of Organic Compounds. ChemistrySelect 4:1, pages 337-346.
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Somayeh Hashemi-Uderji & Mohammad Abdollahi-Alibeik. (2018) One-pot three-component process for the synthesis of substituted pyrano[2,3-c]pyrazoles catalyzed by nanostructured FSM-16-SO3H. Journal of the Iranian Chemical Society 15:8, pages 1709-1719.
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Mina Jafari Nasab, Ali Reza Kiasat & Raziyeh Zarasvandi. (2018) β-Cyclodextrin nanosponge polymer: a basic and eco-friendly heterogeneous catalyst for the one-pot four-component synthesis of pyranopyrazole derivatives under solvent-free conditions. Reaction Kinetics, Mechanisms and Catalysis 124:2, pages 767-778.
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Davood Azarifar, Omolbanin Badalkhani & Younes Abbasi. (2018) Amino acid ionic liquid-based titanomagnetite nanoparticles: An efficient and green nanocatalyst for the synthesis of 1,4-dihydropyrano[2,3- c ]pyrazoles . Applied Organometallic Chemistry 32:1, pages e3949.
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L Mardiana, R Bakri, A Septiarti & B Ardiansah. (2017) The synthesis of 2-(5-(3-methoxyphenyl)-4,5-dihydro-1 H -pyrazol-3-yl)phenol using sodium impregnated on activated chicken eggshells catalyst . IOP Conference Series: Materials Science and Engineering 188, pages 012022.
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Katrine Qvortrup, Jakob F. Jensen, Mikael S. Sørensen, Irene Kouskoumvekaki, Rasmus K. Petersen, Olivier Taboureau, Karsten Kristiansen & Thomas E. Nielsen. (2017) Synthesis and biological evaluation of dihydropyrano-[2,3-c]pyrazoles as a new class of PPARγ partial agonists. PLOS ONE 12:2, pages e0162642.
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Bhartendu Pati Tripathi, Anu Mishra, Pratibha Rai, Yogesh Kumar Pandey, Madhulika Srivastava, Snehlata Yadav, Jaya Singh & Jagdamba Singh. (2017) A green and clean pathway: one pot, multicomponent, and visible light assisted synthesis of pyrano[2,3-c]pyrazoles under catalyst-free and solvent-free conditions. New Journal of Chemistry 41:19, pages 11148-11154.
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Rajesh H. Vekariya, Kinjal D. Patel & Hitesh D. Patel. (2016) Fruit juice of Citrus limon as a biodegradable and reusable catalyst for facile, eco-friendly and green synthesis of 3,4-disubstituted isoxazol-5(4H)-ones and dihydropyrano[2,3-c]-pyrazole derivatives. Research on Chemical Intermediates 42:10, pages 7559-7579.
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Mohammad Ali Zolfigol, Roya Ayazi-Nasrabadi, Saeed Baghery, Vahid Khakyzadeh & Saeid Azizian. (2016) Applications of a novel nano magnetic catalyst in the synthesis of 1,8-dioxo-octahydroxanthene and dihydropyrano[2,3-c]pyrazole derivatives. Journal of Molecular Catalysis A: Chemical 418-419, pages 54-67.
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Jalal Albadi & Azam Mansournezhad. (2016) Aqua-mediated multicomponent synthesis of various 4H-pyran derivatives catalyzed by poly(4-vinylpyridine)-supported copper iodide nanoparticle catalyst. Research on Chemical Intermediates 42:6, pages 5739-5752.
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Rajesh H. Vekariya, Kinjal D. Patel & Hitesh D. Patel. (2015) A green and one-pot synthesis of a library of 1,4-dihydropyrano[2,3-c]-pyrazole-5-carbonitrile derivatives using thiourea dioxide (TUD) as an efficient and reusable organocatalyst. Research on Chemical Intermediates 42:5, pages 4683-4696.
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Mohammad G. Dekamin, Mohammad Alikhani, Atefeh Emami, Hossein Ghafuri & Shahrzad Javanshir. (2015) An efficient catalyst- and solvent-free method for the synthesis of medicinally important dihydropyrano[2,3-c]pyrazole derivatives using ball milling technique. Journal of the Iranian Chemical Society 13:3, pages 591-596.
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Jamshid Rakhtshah, Sadegh Salehzadeh, Ehsan Gowdini, Farahnaz Maleki, Saeed Baghery & Mohammad Ali Zolfigol. (2016) Synthesis of pyrazole derivatives in the presence of a dioxomolybdenum complex supported on silica-coated magnetite nanoparticles as an efficient and easily recyclable catalyst. RSC Advances 6:106, pages 104875-104885.
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Roghayeh Sharifi Aliabadi & Nosrat O. Mahmoodi. (2016) Green and efficient synthesis of pyranopyrazoles using [bmim][OH − ] as an ionic liquid catalyst in water under microwave irradiation and investigation of their antioxidant activity . RSC Advances 6:89, pages 85877-85884.
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Nhlanhla Gracious Shabalala, Ramakanth Pagadala & Sreekantha B. Jonnalagadda. (2015) Ultrasonic-accelerated rapid protocol for the improved synthesis of pyrazoles. Ultrasonics Sonochemistry 27, pages 423-429.
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Davood Azarifar & Maryam Golbaghi. (2015) One-pot synthesis of new series of pyranopyridine derivatives using 3-cyano-6-hydroxy-4-methyl-pyridin-2(1H)-one as a novel nucleophile. Journal of the Iranian Chemical Society 12:7, pages 1245-1251.
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Nasir Iravani, Mosadegh Keshavarz, Hossein Ali Shojaeian Kish & Rasool Parandvar. (2015) Tin sulfide nanoparticles supported on activated carbon as an efficient and reusable Lewis acid catalyst for three-component one-pot synthesis of 4H-pyrano[2,3-c]pyrazole derivatives. Chinese Journal of Catalysis 36:4, pages 626-633.
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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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Pan Xu, Yu-Kun Xi, Hui Chen & Da-Qing Shi. (2015) Clean and Efficient Synthesis of Pyrazole Derivatives in Aqueous Media. Journal of Heterocyclic Chemistry 52:2, pages 611-613.
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Mohammad Ali Zolfigol, Fatemeh Afsharnadery, Saeed Baghery, Sadegh Salehzadeh & Farahnaz Maleki. (2015) Catalytic applications of {[HMIM]C(NO 2 ) 3 }: as a nano ionic liquid for the synthesis of pyrazole derivatives under green conditions and a mechanistic investigation with a new approach . RSC Advances 5:92, pages 75555-75568.
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Mehrnoosh Kangani, Nourallah Hazeri, Malek Taher Maghsoodlou, Khatereh Khandan-Barani, Maryam Kheyrollahi & Fereshteh Nezhadshahrokhabadi. (2014) Green procedure for the synthesis of 1,4-dihydropyrano[2,3-c]pyrazoles using saccharose. Journal of the Iranian Chemical Society 12:1, pages 47-50.
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Mahnaz Farahi, Bahador Karami, Iman Sedighimehr & Hamideh Mohamadi Tanuraghaj. (2014) An environmentally friendly synthesis of 1,4-dihydropyrano[2,3-c]pyrazole derivatives catalyzed by tungstate sulfuric acid. Chinese Chemical Letters 25:12, pages 1580-1582.
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Mahavir Parshad, Vikas Verma & Devinder Kumar. (2014) Iodine-mediated efficient synthesis of pyrano[2,3-c]pyrazoles and their antimicrobial activity. Monatshefte für Chemie - Chemical Monthly 145:11, pages 1857-1865.
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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.
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Xian Feng, Jianjun Wang, Wei Lin, Juanjuan Zhang, Zhibin Huang & Daqing Shi. (2014) Catalyst‐Free Reaction in Water: Synthesis of Functionalized Tetrahydroindole Derivatives via Three‐Component Domino Reaction. Chinese Journal of Chemistry 32:9, pages 889-896.
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Hong-Fei Zhang, Zheng-Qing Ye & Gang Zhao. (2014) Enantioselective synthesis of functionalized fluorinated dihydropyrano [2,3-c]pyrazoles catalyzed by a simple bifunctional diaminocyclohexane-thiourea. Chinese Chemical Letters 25:4, pages 535-540.
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Mithu Saha, Babulal Das & Amarta Kumar Pal. (2013) Synthesis of pyran derivatives under ultrasound irradiation using Ni nanoparticles as reusable catalysts in aqueous medium. Comptes Rendus Chimie 16:12, pages 1079-1085.
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Khodabakhsh Niknam, Nassim Borazjani, Reza Rashidian & Abbas Jamali. (2013) Silica-bonded N-propylpiperazine sodium n-propionate as recyclable catalyst for synthesis of 4H-pyran derivatives. Chinese Journal of Catalysis 34:12, pages 2245-2254.
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Ali Azarifar, Razieh Nejat-Yami, Mohammad Al Kobaisi & Davood Azarifar. (2012) Magnetic La0.7Sr0.3MnO3 nanoparticles: recyclable and efficient catalyst for ultrasound-accelarated synthesis of 4H-chromenes, and 4H-pyrano[2,3-c]pyrazoles. Journal of the Iranian Chemical Society 10:3, pages 439-446.
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Khodabakhsh Niknam & Abolhassan Piran. (2013) Silica-Grafted Ionic Liquids as Recyclable Catalysts for the Synthesis of 3,4-Dihydropyrano[c]chromenes and Pyra-no[2,3-c]pyrazoles. Green and Sustainable Chemistry 03:02, pages 1-8.
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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.
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Pitchaimani Prasanna, Subbu Perumal & J. Carlos Menéndez. (2013) Chemodivergent, multicomponent domino reactions in aqueous media: l-proline-catalyzed assembly of densely functionalized 4H-pyrano[2,3-c]pyrazoles and bispyrazolyl propanoates from simple, acyclic starting materials. Green Chemistry 15:5, pages 1292.
Crossref
Bandita Datta & M.A. Pasha. (2013) Silica chloride catalyzed efficient route to novel 1-amidoalkyl-2-naphthylamines under sonic condition in water. Ultrasonics Sonochemistry 20:1, pages 303-307.
Crossref
Santhosh Reddy Mandha, Sravanthi Siliveri, Manjula Alla, Vittal Rao Bommena, Madhava Reddy Bommineni & Sridhar Balasubramanian. (2012) Eco-friendly synthesis and biological evaluation of substituted pyrano[2,3-c]pyrazoles. Bioorganic & Medicinal Chemistry Letters 22:16, pages 5272-5278.
Crossref
Mithu Saha & Amarta Kumar Pal. (2012) Palladium (0) Nanoparticles: A Novel and Reusable Catalyst for the Synthesis of Various Pyran Derivatives. Advances in Nanoparticles 01:03, pages 61-70.
Crossref
Maya Shankar Singh & Sushobhan Chowdhury. (2012) Recent developments in solvent-free multicomponent reactions: a perfect synergy for eco-compatible organic synthesis. RSC Advances 2:11, pages 4547.
Crossref
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
Yi Zou, Hui Wu, Yu Hu, Hai Liu, Xuan Zhao, Honglou Ji & Daqing Shi. (2011) A novel and environment-friendly method for preparing dihydropyrano[2,3-c]pyrazoles in water under ultrasound irradiation. Ultrasonics Sonochemistry 18:3, pages 708-712.
Crossref
M. Hammouda, Z. M. Abou Zeid, H. A. Etman & M. A. Metwally. (2011) The use of anilinodihydrofurans in the synthesis of novel heterocyclic compounds. Chemistry of Heterocyclic Compounds 47:1, pages 17-21.
Crossref
Hui Chen & Daqing Shi. (2010) Efficient One-Pot Synthesis of Novel Spirooxindole Derivatives via Three-Component Reaction in Aqueous Medium. Journal of Combinatorial Chemistry 12:4, pages 571-576.
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Kuppusamy Kanagaraj & Kasi Pitchumani. (2010) Solvent-free multicomponent synthesis of pyranopyrazoles: per-6-amino-β-cyclodextrin as a remarkable catalyst and host. Tetrahedron Letters 51:25, pages 3312-3316.
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Daqing Shi, Jinwen Shi & Shaofeng Rong. (2010) A Facile and Clean Synthesis of Pyrimidine Derivatives via Three‐component Reaction in Aqueous Media. Chinese Journal of Chemistry 28:5, pages 791-796.
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Yuling Li, Hui Chen, Chunling Shi, Daqing Shi & Shunjun Ji. (2010) Efficient One-Pot Synthesis of Spirooxindole Derivatives Catalyzed by l -Proline in Aqueous Medium . Journal of Combinatorial Chemistry 12:2, pages 231-237.
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Da‐Qing Shi & Hao Yao. (2009) Clean synthesis of furo[3,4‐ e ]pyrazolo[3,4‐ b ]pyridine‐5‐one derivatives in aqueous media . Journal of Heterocyclic Chemistry 46:6, pages 1335-1338.
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Da‐Qing Shi, Jing‐Wen Shi & Shao‐Feng Rong. (2009) An efficient and clean synthesis of pyrido[2,3‐ d ]pyrimidine‐4,7‐dione derivatives in aqueous media . Journal of Heterocyclic Chemistry 46:6, pages 1331-1334.
Crossref
Ahmad Shaabani, Afshin Sarvary, Ali Hossein Rezayan & Sajjad Keshipour. (2009) Synthesis of fully substituted pyrano[2,3-c]pyrazole derivatives via a multicomponent reaction of isocyanides. Tetrahedron 65:17, pages 3492-3495.
Crossref
Da‐Qing Shi, Li‐Hui Niu, Hao Yao & Hong Jiang. (2009) An efficient synthesis of pyrimido[4,5‐ b ]quinoline derivatives via three‐component reaction in aqueous media . Journal of Heterocyclic Chemistry 46:2, pages 237-242.
Crossref
Frank Lehmann, Melanie Holm & Stefan Laufer. (2008) Three-Component Combinatorial Synthesis of Novel Dihydropyrano[2,3- c ]pyrazoles . Journal of Combinatorial Chemistry 10:3, pages 364-367.
Crossref
Daqing Shi, Shunjun Ji, Lihui Niu, Jingwen Shi & Xiangshan Wang. (2009) One‐pot synthesis of pyrido[2,3‐ d ]pyrimidines via efficient three‐component reaction in aqueous media . Journal of Heterocyclic Chemistry 44:5, pages 1083-1090.
Crossref
Da-Qing Shi, Chen-Xia Yu, Qi-Ya Zhuang & Xiang-Shan Wang. (2019) Synthesis of 3-Amino-1-Aryl-9-Methoxy-5,6-Dihydro-1 H - Benzo[ f ] Chromene-2-Carbonitriles in Aqueous Media . Journal of Chemical Research 2006:4, pages 225-227.
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Daqing Shi, Jie Mou, Qiya Zhuang, Lihui Niu, Nan Wu & Xiangshan Wang. (2005) Three‐Component One‐Pot Synthesis of 1,4‐Dihydropyrano[2,3‐c]pyrazole Derivatives in Aqueous Media.. ChemInform 36:21.
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