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Original Articles

One-Pot Three-Component Synthesis of 3-Methyl-4-Arylmethylene- Isoxazol-5(4H)- Ones Catalyzed by Sodium Sulfide

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Pages 448-453 | Received 13 Jul 2011, Accepted 29 Aug 2011, Published online: 31 Jan 2012

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

Read on this site (5)

Zeinab Faramarzi & Hamzeh Kiyani. (2023) Steglich’s Base Catalyzed Three-Component Synthesis of Isoxazol-5-Ones. Polycyclic Aromatic Compounds 43:4, pages 3099-3121.
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Hengameh Atharifar, Ali Keivanloo & Behrooz Maleki. (2020) Greener Synthesis of 3,4-Disubstituted Isoxazole-5(4H)-ones in a Deep Eutectic Solvent. Organic Preparations and Procedures International 52:6, pages 517-523.
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Majid Ahmadzadeh, Zohre Zarnegar & Javad Safari. (2018) Sonochemical synthesis of methyl-4-(hetero)arylmethylene isoxazole-5(4H)-ones using SnII-montmorillonite. Green Chemistry Letters and Reviews 11:2, pages 78-85.
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Articles from other publishers (41)

Rohit Kumar, Km Garima, Vishal Srivastava, Praveen P. Singh & Pravin K. Singh. (2023) Visible light mediated eosin-Y catalysed synthesis of benzylidene-methylisoxazolone. Tetrahedron Letters 133, pages 154841.
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Jyothi Bankuru, Venkateswara Rao Battula, S. Tirumala Santhoshkumar, Sidama Gopal, Ram Pratap Meena & N. Zaheer Ahmed. (2023) A catalyst-free, green and efficient protocol for the synthesis of methyleneisoxazole-5(4H)-ones supported by ultrasonic irradiation. JCIS Open, pages 100097.
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Dawei Zhang, Chang Liu, Lu Ren, Wenyu Li, Boyi Luan & Yumin Zhang. (2023) Vitamin B 1 ‐Catalyzed Multicomponent Reaction for Efficient Synthesis of an Isoxazolone Compound by Using Ultrasound in a Water and Its Selective Identification of Metal Ions . ChemistrySelect 8:12.
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Ankita Chaudhary. (2023) Odyssey of Deep Eutectic Solvents as Sustainable Media for Multicomponent Reactions: An Update. Mini-Reviews in Organic Chemistry 20:2, pages 156-189.
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Krishnappa B. Badiger, Santosh Y. Khatavi & Kantharaju Kamanna. (2022) Green synthesis of 3-methyl-4-(hetero)aryl methylene isoxazole-5(4 H )-ones using WEOFPA/glycerol: evaluation of anticancer and electrochemical behaviour properties . RSC Medicinal Chemistry 13:11, pages 1367-1377.
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Shazalia Mahmoud Ahmed Ali, Amani Chrouda, Manahil Babiker Elamin, Ibrahim S. Yahia, Heba Y. Zahran & Samer H. Zyoud. (2022) Application of catalysts in the synthesis of 4-(4-(dimethylamino)benzylidene)-3-methylisoxazol-5(4H)-one: experimental and theoretical studies. Applied Physics A 128:10.
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Suresh Maddila, Lagudu Devi, Pamerla Muralidhar, Kerru Nagaraju & Sreekantha B. Jonnalagadda. (2022) A facile and environmental-friendly protocol for the synthesis of methyleneisoxazole-5(4H)-ones catalyzed by CeO2/TiO2 under ultrasonic irradiation. Inorganic Chemistry Communications 143, pages 109741.
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Santosh R Deshmukh, Archana S Nalkar & Shankar R Thopate. (2022) Pyruvic acid-catalyzed one-pot three-component green synthesis of isoxazoles in aqueous medium: a comparable study of conventional heating versus ultra-sonication. Journal of Chemical Sciences 134:1.
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Sepideh Valizadeh, Zarrin Ghasemi, Aziz Shahrisa, Mahtab Pirouzmand & Roya Kabiri. (2022) CuI incorporated magnetic iminochitosan as an efficient catalyst for the synthesis of N-sulfonylamidines possessing 2-formylpyrrole moiety and their subsequent reactions to the synthesis of isoxazole-5-one hybrid derivatives. Reactive and Functional Polymers 171, pages 105172.
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Nitishkumar S Kaminwar. (2021) A Convenient Green Protocol for the Synthesis of 4-Arylmethylidene-3-substituted-isoxazol-5(4H)-ones catalysed by Dimethylaminopyridine (DMAP). International Journal of Advanced Research in Science, Communication and Technology, pages 75-81.
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Ramesh S. Ghogare, Kalpana Patankar-Jain & Sana Amir Hamzah Momin. (2021) A Simple and Efficient Protocol for the Synthesis of 3,4-Disubstituted Isoxazol-5(4H)-Ones Catalyzed by Succinic Acid Using Water as Green Reaction Medium. Letters in Organic Chemistry 18:2, pages 83-87.
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Mehdi Kalhor, Sima Samiei & Seyed Ahmad Mirshokraie. (2020) MnO2@Zeolite-Y Nanoporous: Preparation and Application as a High Efficient Catalyst for Multi-Component Synthesis of 4-Arylidene-Isoxazolidinones. Silicon 13:1, pages 201-210.
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Yatin U. Gadkari, Nilesh L. JadhavNavnath T. Hatvate & Vikas N. Telvekar. (2020) Concentrated Solar Radiation Aided Green Approach for Preparative Scale and Solvent‐Free Synthesis of 3‐Methyl‐4‐(hetero)arylmethylene Isoxazole‐5(4H)‐ones. ChemistrySelect 5:39, pages 12320-12323.
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Fatemeh K. Damghani, Hamzeh Kiyani & Seied A. Pourmousavi. (2020) Green Three-component Synthesis of Merocyanin Dyes Based on 4- Arylideneisoxazol-5(4H)-ones. Current Green Chemistry 7:2, pages 217-225.
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Mehdi Kalhor, Seyed Mehdi Sajjadi & Akbar Dadras. (2020) Cu/TCH-pr@SBA-15 nano-composite: a new organometallic catalyst for facile three-component synthesis of 4-arylidene-isoxazolidinones. RSC Advances 10:46, pages 27439-27446.
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Puja Basak, Sourav Dey & Pranab Ghosh. (2020) Sulfonated Graphene‐Oxide as Metal‐Free Efficient Carbocatalyst for the Synthesis of 3‐Methyl‐4‐(hetero)arylmethylene isoxazole‐5(4 H )‐ones and Substituted Pyrazole . ChemistrySelect 5:2, pages 626-636.
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Mehtab Parveen, Afroz Aslam, Ajaz Ahmad, Mahboob Alam, Manuela Ramos Silva & P.S. Pereira Silva. (2020) A facile & convenient route for the stereoselective synthesis of Z- isoxazol-5(4H)-ones derivatives catalysed by sodium acetate: Synthesis, multispectroscopic properties, crystal structure with DFT calculations, DNA-binding studies and molecular docking studies. Journal of Molecular Structure 1200, pages 127067.
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Fatemeh Ghorbani, Hamzeh Kiyani & Seied Ali Pourmousavi. (2019) Facile and expedient synthesis of α,β-unsaturated isoxazol-5(4H)-ones under mild conditions. Research on Chemical Intermediates 46:1, pages 943-959.
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Nawal Ameur, Ghaniya Ferouani, Zakaria Belkadi, Redouane Bachir, José J Calvino & Abdekader Hakkoum. (2019) A novel approach for the preparation of silver nanoparticles supported on titanate nanotubes and bentonite-application in the synthesis of heterocyclic compound derivatives. Materials Research Express 6:12, pages 125051.
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Abhijit P. Chavan, Rujuta R. Deshpande, Nandkumar A. Borade, Abhijit Shinde, Pravin C. Mhaske, Dhiman Sarkar & Vivek D. Bobade. (2019) Synthesis of new 1,3,4-oxadiazole and benzothiazolylthioether derivatives of 4-arylmethylidene-3-substituted-isoxazol-5(4H)-one as potential antimycobacterial agents. Medicinal Chemistry Research 28:11, pages 1873-1884.
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Tejal D. Bhatt, Dinesh G. Gojiya, Prakash L. Kalavadiya & Hitendra S. Joshi. (2019) Rapid, Greener and Ultrasound Irradiated One‐Pot Synthesis of 4‐(Substituted‐1 H ‐Pyrazol‐4‐yl)Methylene)‐3‐Isopropylisoxazol‐5(4 H )‐ones and Their In Vitro Anticancer Activity . ChemistrySelect 4:37, pages 11125-11129.
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Behrooz Maleki, Mohammad Chahkandi, Reza Tayebee, Sepideh Kahrobaei, Heshmatollah Alinezhad & Saba Hemmati. (2019) Synthesis and characterization of nanocrystalline hydroxyapatite and its catalytic behavior towards synthesis of 3,4‐disubstituted isoxazole‐5(4H)‐ones in water. Applied Organometallic Chemistry 33:10.
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Sandeep B. Kasar & Shankar R. Thopate. (2019) Ultrasonically Assisted Efficient and Green Protocol for the Synthesis of 4H-isoxazol-5-ones using Itaconic Acid as a Homogeneous and Reusable Organocatalyst. Current Organocatalysis 6:3, pages 231-237.
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Asiyeh Mosallanezhad & Hamzeh Kiyani. (2019) Green Synthesis of 3-Substituted-4-arylmethylideneisoxazol-5(4H)-one Derivatives Catalyzed by Salicylic Acid. Current Organocatalysis 6:1, pages 28-35.
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Soghra Farahi, Najmeh Nowrouzi & Maryam Irajzadeh. (2017) Three-Component Synthesis of Isoxazolone Derivatives in the Presence of 4-(N,N-Dimethylamino)pyridinium Acetate as a Protic Ionic Liquid. Iranian Journal of Science and Technology, Transactions A: Science 42:4, pages 1881-1887.
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Maryam Mashhadinezhad, Farhad Shirini & Manouchehr Mamaghani. (2018) Nanoporous Na+-montmorillonite perchloric acid as an efficient heterogeneous catalyst for synthesis of merocyanine dyes based on isoxazolone and barbituric acid. Microporous and Mesoporous Materials 262, pages 269-282.
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Ghaniya Ferouani, Amina Nacer, Nawal Ameur, Redouane Bachir & Chewki Ziani-Cherif. (2018) Facile Heterocyclic Synthesis and Antibacterial Activity of Substituted Isoxazol-5(4 H )-ones . Journal of the Chinese Chemical Society 65:4, pages 459-464.
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Seied Ali Pourmousavi, Hamid Reza Fattahi, Fatemeh Ghorbani, Ayoub Kanaani & Davood Ajloo. (2017) A green and efficient synthesis of isoxazol-5(4H)-one derivatives in water and a DFT study. Journal of the Iranian Chemical Society 15:2, pages 455-469.
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Manisha S. Patil, Chirag Mudaliar & Ganesh U. Chaturbhuj. (2017) Sulfated polyborate catalyzed expeditious and efficient three-component synthesis of 3-methyl-4-(hetero)arylmethylene isoxazole-5(4H)-ones. Tetrahedron Letters 58:33, pages 3256-3261.
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Hamzeh Kiyani & Fatemeh Ghorbani. (2017) Potassium phthalimide as efficient basic organocatalyst for the synthesis of 3,4-disubstituted isoxazol-5(4H)-ones in aqueous medium. Journal of Saudi Chemical Society 21, pages S112-S119.
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Javad Safari, Majid Ahmadzadeh & Zohre Zarnegar. (2016) Sonochemical synthesis of 3-methyl-4-arylmethylene isoxazole-5(4H)-ones by amine-modified montmorillonite nanoclay. Catalysis Communications 86, pages 91-95.
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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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Hamzeh Kiyani & Fatemeh Ghorbani. (2016) Expeditious green synthesis of 3,4-disubstituted isoxazole-5(4H)-ones catalyzed by nano-MgO. Research on Chemical Intermediates 42:9, pages 6831-6844.
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Surya Narayana Maddila, Suresh Maddila, Werner E. van Zyl & Sreekantha B. Jonnalagadda. (2015) Ag/SiO2 as a recyclable catalyst for the facile green synthesis of 3-methyl-4-(phenyl)methylene-isoxazole-5(4H)-ones. Research on Chemical Intermediates 42:3, pages 2553-2566.
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Mohammad G. Dekamin & S. Zahra Peyman. (2015) Phthalimide-N-oxyl salts: efficient organocatalysts for facile synthesis of (Z)-3-methyl-4-(arylmethylene)-isoxazole-5(4H)-one derivatives in water. Monatshefte für Chemie - Chemical Monthly 147:2, pages 445-450.
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Abhijit P. Chavan, Avinash B. Pinjari & Pravin C. Mhaske. (2015) An Efficient Synthesis of 4-Arylmethylidene-3-substituted-Isoxazol-5(4 H )-ones in Aqueous Medium . Journal of Heterocyclic Chemistry 52:6, pages 1911-1915.
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Hamzeh Kiyani & Fatemeh Ghorbani. (2014) Efficient tandem synthesis of a variety of pyran-annulated heterocycles, 3,4-disubstituted isoxazol-5(4H)-ones, and α,β-unsaturated nitriles catalyzed by potassium hydrogen phthalate in water. Research on Chemical Intermediates 41:10, pages 7847-7882.
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Hamzeh Kiyani, Ayub Kanaani, Davood Ajloo, Fatemeh Ghorbani & Mohammad Vakili. (2014) N-bromosuccinimide (NBS)-promoted, three-component synthesis of α,β-unsaturated isoxazol-5(4H)-ones, and spectroscopic investigation and computational study of 3-methyl-4-(thiophen-2-ylmethylene)isoxazol-5(4H)-one. Research on Chemical Intermediates 41:10, pages 7739-7773.
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Hamzeh Kiyani, Hassan Darbandi, Asiyeh Mosallanezhad & Fatemeh Ghorbani. (2014) 2-Hydroxy-5-sulfobenzoic acid: an efficient organocatalyst for the three-component synthesis of 1-amidoalkyl-2-naphthols and 3,4-disubstituted isoxazol-5(4H)-ones. Research on Chemical Intermediates 41:10, pages 7561-7579.
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Hamzeh Kiyani & Fatemeh Ghorbani. (2013) Boric acid-catalyzed multi-component reaction for efficient synthesis of 4H-isoxazol-5-ones in aqueous medium. Research on Chemical Intermediates 41:5, pages 2653-2664.
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Forid Saikh, Jhantu Das & Somnath Ghosh. (2013) Synthesis of 3-methyl-4-arylmethylene isoxazole-5(4H)-ones by visible light in aqueous ethanol. Tetrahedron Letters 54:35, pages 4679-4682.
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