- Novel grinding synthesis of pyranopyrazole analogues and their evaluation as antimicrobial agents
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The paper describes the results of a new four-component synthesis of pyranopyrazole heterocycles by solvent-free one-pot grinding of malononitrile, hydrazine, ethyl acetoacetate, and various aldehydes in the presence of a base. The reaction proceeded smoothly at room temperature with good yields in very short reaction time. The synthesised compounds were evaluated for their in vitro antibacterial activity against three different bacterial and three different fungal strains. The highlight of this work is that the synthesis was activity-driven. The brief SAR correlation found that the tested compounds showed better activity against fungal strains.
- Sharma, Ashok,Pallavi, Badvel,Singh, Rajnish Prakash,Jha, Prabhat Nath,Shukla, Paritosh
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- A facile synthesis of 6-amino-2H, 4H-pyrano[2,3-c]pyrazole-5-carbonitriles in deep eutectic solvent
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A convenient synthesis of 6-amino-2H,4H-pyrano[2,3-c]pyrazole-5-carbonitriles has been accomplished by one pot four-component cyclocondensation of aromatic aldehydes (1a-o) malanonitrile (2), ethyl acetoacetate (3), and hydrazine hydrate (4) in freshly pr
- Bhosle, Manisha R.,Khillare, Lalit D.,Dhumal, Sambhaji T.,Mane, Ramrao A.
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- Using magnetized water as a solvent for a green, catalyst-free, and efficient protocol for the synthesis of pyrano[2,3-c]pyrazoles and pyrano[4′,3′:5,6]pyrazolo [2,3-d]pyrimidines
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A facile, eco-friendly, and highly efficient one-pot four-component protocol is demonstrated for the synthesis of the pyrano[2,3-c]pyrazole and pyrano[4′,3′:5,6]pyrazolo [2,3-d]pyrimidine derivatives using magnetized water as a new green solvent. Simplici
- Bakherad, Mohammad,Keivanloo, Ali,Gholizadeh, Mostafa,Doosti, Rahele,Javanmardi, Mohaddese
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- Synthesis, screening and docking of fused pyrano[3,2-d]pyrimidine derivatives as xanthine oxidase inhibitor
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In view of developing effective xanthine oxidase (XO) enzyme inhibitors, a series of 100 pyrano[3,2-d]pyrimidine derivatives was synthesized and evaluated for its in vitro XO enzyme inhibition. Structure activity relationship has also been established. Am
- Kaur, Manroopraj,Kaur, Amandeep,Mankotia, Suhani,Singh, Harbinder,Singh, Arshdeep,Singh, Jatinder Vir,Gupta, Manish Kumar,Sharma, Sahil,Nepali, Kunal,Bedi, Preet Mohinder Singh
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- Screening of a library of 4-aryl/heteroaryl-4H-fused pyrans for xanthine oxidase inhibition: Synthesis, biological evaluation and docking studies
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A series of 4-aryl/heteroaryl-4H-fused pyrans was synthesized via multicomponent reaction in a microwave synthesizer. All the pyrans were evaluated for in vitro xanthine oxidase inhibition. Structure-activity relationship was also established. Among the s
- Kaur, Ramandeep,Naaz, Fatima,Sharma, Sahil,Mehndiratta, Samir,Gupta, Manish Kumar,Bedi, Preet Mohinder Singh,Nepali, Kunal
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p. 3334 - 3349
(2015/08/03)
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- Meglumine promoted one-pot, four-component synthesis of pyranopyrazole derivatives
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Meglumine, a bio-based chemical, was demonstrated to be a highly efficient and reusable catalyst for the synthesis of a series of pyranopyrazole derivatives via a one-pot, four-component reaction of carbonyl compound or isatin, hydrazine hydrate, malononi
- Guo, Rui-Yun,An, Zhi-Min,Mo, Li-Ping,Yang, Shu-Tao,Liu, Hong-Xia,Wang, Shu-Xia,Zhang, Zhan-Hui
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p. 9931 - 9938
(2013/11/06)
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- Ultrasound mediated, sodium bisulfite catalyzed, solvent free synthesis of 6-amino-3-methyl-4-substitued-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile
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A simple, convenient and practical green synthetic protocol for sodium bisulfite catalyzed multicomponent reaction of ethyl acetoacetate, hydrazine hydrate, malononitrile, and various aldehydes for the synthesis of 6-amino-4-phenyl-3-methyl-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitriles using ultrasound irradiations in solvent free condition. This method provides the advantage of operational simplicity, shorter reaction time and excellent yields making the protocol environment friendly and economically lucrative.
- Darandale, Sunil N.,Sangshetti, Jaiprakash N.,Shinde, Devanand B.
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experimental part
p. 328 - 333
(2012/09/05)
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- Solvent-free multicomponent synthesis of pyranopyrazoles: per-6-amino-β-cyclodextrin as a remarkable catalyst and host
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A simple, green and efficient protocol is developed with per-6-amino-β-cyclodextrin (per-6-ABCD) which acts simultaneously as a supramolecular host and as an efficient solid base catalyst for the solvent-free syntheses of various dihydropyrano[2,3-c]pyrazole derivatives involving a four-component reaction. This atom-economical protocol, reported for the first time with ketones also, includes a much milder procedure, does not involve any tedious work-up or purification, avoids hazardous reagents/byproducts and results in near quantitative yields. The catalyst can be reused at least six times without any change in its catalytic activity.
- Kanagaraj, Kuppusamy,Pitchumani, Kasi
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experimental part
p. 3312 - 3316
(2010/07/10)
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- Rapid four-component reactions in water: synthesis of pyranopyrazoles
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An environmentally benign four-component reaction in aqueous medium at room temperature has been developed for the synthesis of 6-amino-5-cyano-3-methyl-4-aryl/heteroaryl-2H,4H-dihydropyrano[2,3-c]pyrazoles.
- Vasuki, Gnanasambandam,Kumaravel, Kandhasamy
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p. 5636 - 5638
(2008/12/22)
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- HETEROCYCLES SYNTHESIS THROUGH REACTIONS OF NUCLEOPHILES WITH ACRYLONITRILES
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A new sreies of 4-pyridinyl substituted pyranoazoles and pyridinones were prepared through the reactions of α-substituted-B-(4-pyridinyl) acrylonitriles with active methylene reagents.The activating effect of the pyridin-4-yl substituent on the double bond in acrylonitriles is demonstrated.
- Abdel-Latif, F. F.,Gohar, A. K. M. N.
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p. 211 - 212
(2007/10/02)
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