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Original Articles

Eco-friendly and Efficient Synthesis of Pyrano[2,3-d] pyrimidinone and Tetrahydrobenzo[b]pyran Derivatives in Water

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Pages 179-185 | Received 10 Oct 2009, Accepted 17 Jan 2010, Published online: 23 Mar 2010

Keep up to date with the latest research on this topic with citation updates for this article.

Read on this site (5)

S. Saeid Saei Dehkordi, Jalal Albadi, Abbas Ali Jafari & Heshmat Allah Samimi. (2023) Boric Acid/Pentaerythritol as a Green and Reusable Catalytic System for the Synthesis of Mono- and Bis-Pyrano[2,3-d]Pyrimidinone Derivatives in Water. Polycyclic Aromatic Compounds 43:7, pages 6458-6469.
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Rodabeh Kakavand, Seyyedeh Cobra Azimi, Omid Gholi Jolodar, Farhad Shirini & Hassan Tajik. (2023) Morpholine Stabilized on Nano Silica Sulfuric Acid: A Reusable Catalyst for the Synthesis of Two Important Derivatives (Thio) Barbituric Acid. Polycyclic Aromatic Compounds 43:5, pages 4670-4684.
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Leyla Nazemi Nasirmahale, Farhad Shirini, Omid Goli-Jolodar & Hassan Tajik. (2020) Introduction of Poly(4-Vinylpyridine) as an Efficient Promotor for the Synthesis of Pyrano[2,3-d]Pyrimidinones and Pyrido[2,3-d]Pyrimidines. Polycyclic Aromatic Compounds 40:4, pages 1059-1067.
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Ajmal R. Bhat, Rajendra S. Dongre, Gowhar A. Naikoo, Israr U. Hassan & Tabassum Ara. (2017) Proficient synthesis of bioactive annulated pyrimidine derivatives: A review. Journal of Taibah University for Science 11:6, pages 1047-1069.
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Ajmal R. Bhat, Aabid H. Shalla & Rajendra S. Dongre. (2016) Dibutylamine (DBA): A highly efficient catalyst for the synthesis of pyrano[2,3-d]pyrimidine derivatives in aqueous media. Journal of Taibah University for Science 10:1, pages 9-18.
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Articles from other publishers (38)

Sanaz Sahrapeyma, Farhad Shirini & Manouchehr Mamaghani. (2023) Introduction of a DABCO-Based Ionic Liquid for the Promotion of the Synthesis of Two Important (Thio)barbituric Acid Derivatives. Iranian Journal of Science 47:5-6, pages 1553-1564.
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M. N. Tahir, H. A. Shad, M. Haroon, M. Ashfaq & R. J. Mancini. (2023) A Pyranopyrimidine Derivative: Synthesis, Characterization, Hirshfeld Surface Analysis and Computational Investigation. Journal of Structural Chemistry 64:11, pages 2200-2212.
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Manisha Mishra, K. J. Jomon, Sampath Chinnam, Jyothis Devasia, Aatika Nizam & M. B. Madhusudana Reddy. (2023) Switchable surface activity of Bi2Al4O9 nano particles: A contemporary approach in heterocyclic synthesis. Journal of Nanoparticle Research 25:3.
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Mehul P. Parmar, Ruturajsinh M. Vala & Hitendra M. Patel. (2023) Importance of Hybrid Catalysts toward the Synthesis of 5 H -Pyrano[2,3- d ]pyrimidine-2-ones/2,4-diones (Thiones) . ACS Omega 8:2, pages 1759-1816.
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Maria Grazia Martina, Lisa Giannessi & Marco Radi. (2022) Multicomponent Synthesis of Purines and Pyrimidines: From the Origin of Life to New Sustainable Approaches for Drug‐Discovery Applications. European Journal of Organic Chemistry 26:2.
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Khaled M. Elattar, Ayman Y. El-Khateeb & Sahar E. Hamed. (2022) Insights into the recent progress in the medicinal chemistry of pyranopyrimidine analogs. RSC Medicinal Chemistry 13:5, pages 522-567.
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Z. Azarkamanzad, F. Farzaneh, M. Ghandi, M. M. Feizabadi & S. Jasemi. (2022) Synthesis and Antibacterial Activity of Pyranopyrimidinedione Derivatives. Russian Journal of Organic Chemistry 58:3, pages 372-378.
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Goutam Brahmachari. 2021. Green Synthetic Approaches for Biologically Relevant Heterocycles. Green Synthetic Approaches for Biologically Relevant Heterocycles 471 504 .
Ajeet A. Yelwande & Machhindra K. Lande. (2020) An efficient one-pot three-component synthesis of 7-amino-2, 4-dioxo-5-aryl-1,3,4,5-tetrahydro-2 H-pyrano[2,3-d]pyrimidine-6-carbonitriles catalyzed by SnO2/SiO2 nanocomposite. Research on Chemical Intermediates 46:12, pages 5479-5498.
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Ahmed El-Mekabaty, Hassan A. Etman, Ahmed Mosbah & Ahmed A. Fadda. (2020) Reactivity of Barbituric, Thiobarbituric Acids and Their Related Analogues: Synthesis of Substituted and Heterocycles-based Pyrimidines. Current Organic Chemistry 24:14, pages 1610-1642.
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M. Mishra, K. R. S. Devi, D. Pinheiro & A. Nizam. (2020) Zirconia Supported on Rice Husk Silica from Biowaste: A Novel, Efficient, and Recoverable Nanocatalyst for the Green Synthesis of Tetrahydro-1-benzopyrans. Russian Journal of Organic Chemistry 56:10, pages 1784-1789.
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Sreelakshmi Poola, Mahammad S. Shaik, Murali Sudileti, Subbarao Yakkate, Vedasree Nalluri, Apparao Chippada & Suresh R. Cirandur. (2019) Nano CuO–Ag‐catalyzed synthesis of some novel pyrano[2,3‐d] pyrimidine derivatives and evaluation of their bioactivity. Journal of the Chinese Chemical Society 67:5, pages 805-820.
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Yogesh Murti, Devender Pathak & Kamla Pathak. 2020. Applications of Nanotechnology for Green Synthesis. Applications of Nanotechnology for Green Synthesis 191 222 .
M. Mishra, A. Nizam, K. J. Jomon & K. Tadaparthi. (2020) A New Facile Ultrasound-Assisted Magnetic Nano-[CoFe2O4]-Catalyzed One-Pot Synthesis of Pyrano[2,3-c]pyrazoles. Russian Journal of Organic Chemistry 55:12, pages 1925-1928.
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Bahram Pourhasan & Ahmad Mohammadi‐Nejad. (2019) Piperazine‐functionalized nickel ferrite nanoparticles as efficient and reusable catalysts for the solvent‐free synthesis of 2‐amino‐4 H ‐chromenes . Journal of the Chinese Chemical Society 66:10, pages 1356-1362.
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Niloufar Safari, Farhad Shirini & Hassan Tajik. (2018) Verjuice as a green and bio-degradable solvent/catalyst for facile and eco-friendly synthesis of 5-arylmethylenepyrimidine-2,4,6-trione, pyrano[2,3-d]pyrimidinone and pyrimido[4,5-d]pyrimidinone derivatives. Journal of the Iranian Chemical Society 16:4, pages 887-897.
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Sami Sajjadifar, Mohammad Ali Zolfigol & Farzaneh Tami. (2019) Application of 1-methyl imidazole-based ionic liquid-stabilized silica-coated Fe 3 O 4 as a novel modified magnetic nanocatalyst for the synthesis of pyrano[2,3-d]pyrimidines . Journal of the Chinese Chemical Society 66:3, pages 307-315.
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Sami Sajjadifar & Zohreh Gheisarzadeh. (2019) Isatin-SO 3 H coated on amino propyl modified magnetic nanoparticles (Fe 3 O 4 @APTES@isatin-SO 3 H) as a recyclable magnetic nanoparticle for the simple and rapid synthesis of pyrano[2,3-d] pyrimidines derivatives . Applied Organometallic Chemistry 33:1, pages e4602.
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A.R. Moosavi-Zare, H. Goudarziafshar & Z. Jalilian. (2019) Nano-Zn[2-boromophenylsalicylaldiminemethylpyranopyrazole]Cl 2 as a novel nanostructured Schiff base complex and catalyst for the synthesis of pyrano[2,3- d ]pyrimidinedione derivatives . Applied Organometallic Chemistry 33:1, pages e4584.
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M. Pourghasemi-Lati, F. Shirini, M. Alinia-Asli & M.A. Rezvani. (2018) 4-(4-Propylpiperazine-1-yl)butane-1-sulfonic acid-modified silica-coated magnetic nanoparticles: A novel and recyclable catalyst for the synthesis of 5-arylidinebarbituric acids and pyrano[2,3- d ]pyrimidinedione derivatives in aqueous media . Applied Organometallic Chemistry 32:12, pages e4605.
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Asha V. Chate, Ravindra M. Dongre, Mahadeo K. Khaire, Giribala M. Bondle, Jaiprakash N. Sangshetti & Manoj Damale. (2018) β-CD-catalyzed multicomponent domino reaction: synthesis, characterization, in silico molecular docking and biological evaluation of pyrano[2,3-d]-pyrimidinone derivatives. Research on Chemical Intermediates 44:10, pages 6119-6136.
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M. Pourghasemi-Lati, F. Shirini, M. Alinia-Asli & M.A. Rezvani. (2018) Butane-1-sulfonic acid immobilized on magnetic Fe 3 O 4 @SiO 2 nanoparticles: A novel and heterogeneous catalyst for the one-pot synthesis of barbituric acid and pyrano[2,3- d ] pyrimidine derivatives in aqueous media . Applied Organometallic Chemistry 32:10, pages e4455.
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Nader Daneshvar, Farhad Shirini, Mohaddeseh Safarpoor Nikoo Langarudi & Reyhaneh Karimi-Chayjani. (2018) Taurine as a green bio-organic catalyst for the preparation of bio-active barbituric and thiobarbituric acid derivatives in water media. Bioorganic Chemistry 77, pages 68-73.
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Nader Daneshvar, Mitra Nasiri, Maryam Shirzad, Mohaddeseh Safarpoor Nikoo Langarudi, Farhad Shirini & Hassan Tajik. (2018) The introduction of two new imidazole-based bis-dicationic Brönsted acidic ionic liquids and comparison of their catalytic activity in the synthesis of barbituric acid derivatives. New Journal of Chemistry 42:12, pages 9744-9756.
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Farhad Shirini, Mohaddeseh Safarpoor Nikoo Langarudi & Nader Daneshvar. (2017) Preparation of a new DABCO-based ionic liquid [H 2 -DABCO][H 2 PO 4 ] 2 } and its application in the synthesis of tetrahydrobenzo[ b ]pyran and pyrano[2,3- d ]pyrimidinone derivatives. Journal of Molecular Liquids 234, pages 268-278.
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Abdul Ahad & Maqdoom Farooqui. (2016) Organocatalyzed domino reactions: diversity oriented synthesis of pyran-annulated scaffolds using in situ-developed benzylidenemalononitriles. Research on Chemical Intermediates 43:4, pages 2445-2455.
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Sobhan Rezayati, Zahra Abbasi, Eshagh Rezaee Nezhad, Rahimeh Hajinasiri & Abdolhadi Farrokhnia. (2016) Three-component synthesis of pyrano[2,3-d]pyrimidinone derivatives catalyzed by Ni2+ supported on hydroxyapatite-core–shell-γ-Fe2O3 nanoparticles in aqueous medium. Research on Chemical Intermediates 42:10, pages 7597-7609.
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Masoumeh Abedini, Farhad Shirini, Javad Mohammad-Alinejad Omran, Mohadeseh Seddighi & Omid Goli-Jolodar. (2015) Succinimidinium N-sulfonic acid hydrogen sulfate as an efficient ionic liquid catalyst for the synthesis of 5-arylmethylene-pyrimidine-2,4,6-trione and pyrano[2,3-d]pyrimidinone derivatives. Research on Chemical Intermediates 42:5, pages 4443-4458.
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Behrooz Maleki, Hossein Eshghi, Mohammad Barghamadi, Negar Nasiri, Amir Khojastehnezhad, Samaneh Sedigh Ashrafi & Omid Pourshiani. (2015) Silica-coated magnetic NiFe2O4 nanoparticles-supported H3PW12O40; synthesis, preparation, and application as an efficient, magnetic, green catalyst for one-pot synthesis of tetrahydrobenzo[b]pyran and pyrano[2,3-c]pyrazole derivatives. Research on Chemical Intermediates 42:4, pages 3071-3093.
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Narges Seyyedi, Farhad Shirini & Mohaddeseh Safarpoor Nikoo Langarudi. (2016) DABCO-based ionic liquids: green and recyclable catalysts for the synthesis of barbituric and thiobarbituric acid derivatives in aqueous media. RSC Advances 6:50, pages 44630-44640.
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Ajmal R. Bhat, Aabid H. Shalla & Rajendra S. Dongre. (2015) Microwave assisted one-pot catalyst free green synthesis of new methyl-7-amino-4-oxo-5-phenyl-2-thioxo-2,3,4,5-tetrahydro-1H-pyrano[2,3-d]pyrimidine-6-carboxylates as potent in vitro antibacterial and antifungal activity. Journal of Advanced Research 6:6, pages 941-948.
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Ardeshir Khazaei, Heidar Ali Alavi Nik & Ahmad Reza Moosavi‐Zare. (2015) Water Mediated Domino Knoevenagel‐Michael‐cyclocondensation Reaction of Malononitrile, Various Aldehydes and Barbituric Acid Derivatives Using Boric Acid Aqueous Solution System Compared with Nano‐titania Sulfuric Acid. Journal of the Chinese Chemical Society 62:8, pages 675-679.
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Ghodsi Mohammadi Ziarani, Negar Lashgari & Alireza Badiei. (2015) Sulfonic acid-functionalized mesoporous silica (SBA-Pr-SO3H) as solid acid catalyst in organic reactions. Journal of Molecular Catalysis A: Chemical 397, pages 166-191.
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Goutam Brahmachari. 2015. Green Synthetic Approaches for Biologically Relevant Heterocycles. Green Synthetic Approaches for Biologically Relevant Heterocycles 185 208 .
Shubha Jain, Pradeep K. Paliwal, G. Neelaiah Babu & Anjna Bhatewara. (2014) DABCO promoted one-pot synthesis of dihydropyrano(c)chromene and pyrano[2,3-d]pyrimidine derivatives and their biological activities. Journal of Saudi Chemical Society 18:5, pages 535-540.
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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.
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Ghodsi Mohammadi Ziarani, Sakineh Faramarzi, Shima Asadi, Alireza Badiei, Roya Bazl & Massoud Amanlou. (2013) Three-component synthesis of pyrano[2,3-d]-pyrimidine dione derivatives facilitated by sulfonic acid nanoporous silica (SBA-Pr-SO3H) and their docking and urease inhibitory activity. DARU Journal of Pharmaceutical Sciences 21:1.
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Pradeep K. Paliwal, Srinivasa Rao Jetti & Shubha Jain. (2012) Green approach towards the facile synthesis of dihydropyrano(c)chromene and pyrano[2,3-d]pyrimidine derivatives and their biological evaluation. Medicinal Chemistry Research 22:6, pages 2984-2990.
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