ChemInform Abstract: A Novel One Pot Four-Component Reaction for the Efficient Synthesis of Spiro[indoline-3,4′-pyrano[2,3-c]pyrazole]-3′-carboxylate and Trifluoromethylated Spiro[indole-3,4′-pyrano[2,3-c]pyrazole] Derivatives Using Recyclable PEG-400.

ChemInform ◽  
2016 ◽  
Vol 47 (10) ◽  
pp. no-no
Author(s):  
K. Karnakar ◽  
K. Ramesh ◽  
K. Harsha Vardhan Reddy ◽  
B. S. P. Anil Kumar ◽  
Jagadeesh Babu Nanubonula ◽  
...  
Keyword(s):  
Pyrazole Derivatives ◽  
Efficient Synthesis ◽  
One Pot ◽  
Peg 400

A novel one pot four-component reaction for the efficient synthesis of spiro[indoline-3,4′-pyrano[2,3-c]pyrazole]-3′-carboxylate and trifluoromethylated spiro[indole-3,4′-pyrano[2,3-c]pyrazole] derivatives using recyclable PEG-400

2015 ◽  
Vol 39 (11) ◽  
pp. 8978-8983 ◽  
Author(s):  
K. Karnakar ◽  
K. Ramesh ◽  
K. Harsha Vardhan Reddy ◽  
B. S. P. Anil Kumar ◽  
Jagadeesh Babu Nanubonula ◽  
...  
Keyword(s):  
Pyrazole Derivatives ◽  
Efficient Synthesis ◽  
One Pot ◽  
Peg 400

A novel, simple and efficient synthetic protocol has been developed via a one pot, four-component reaction using recyclable PEG-400.

An efficient, green synthesis of novel regioselective and stereoselective indan-1,3-dione grafted spirooxindolopyrrolizidine linked 1,2,3-triazoles via a one-pot five-component condensation using PEG-400

RSC Advances ◽  
2015 ◽  
Vol 5 (50) ◽  
pp. 39686-39691 ◽  
Author(s):  
M. Rajeswari ◽  
Jayant Sindhu ◽  
Harjinder Singh ◽  
Jitender M. Khurana
Keyword(s):  
Green Synthesis ◽  
Efficient Synthesis ◽  
One Pot ◽  
Peg 400

An efficient synthesis of highly diversified novel functionalized indan-1,3-dione grafted spirooxindolopyrrolizidine linked 1,2,3-triazole conjugates is reported using Cu(i) as a catalyst in PEG-400.

Facile and Efficient Synthesis of New Class of Imidazole Derivatives via One-Pot Multicomponent Reactions in Water

2013 ◽  
Vol 16 (10) ◽  
pp. 788-790
Author(s):  
Zinatossadat Hossaini ◽  
Samereh Seyfi ◽  
Faramarz Rostami-Charati ◽  
Mehdi Ghambarian
Keyword(s):  
Multicomponent Reactions ◽  
Efficient Synthesis ◽  
One Pot ◽  
Imidazole Derivatives ◽  
New Class

A Simple Approach to the One-Pot Three Component Synthesis of 4Hpyrimido [2,1-b] benzothiazole Derivatives Using Polyethylene Glycol (PEG-400)

2015 ◽  
Vol 12 (3) ◽  
pp. 197-204 ◽  
Author(s):  
Prabhakar Rairala ◽  
Bandi Yadagiri ◽  
Rajashaker Bantu ◽  
Vijayacharan Guguloth ◽  
Lingaiah Nagarapu
Keyword(s):  
Polyethylene Glycol ◽  
Simple Approach ◽  
One Pot ◽  
Benzothiazole Derivatives ◽  
Peg 400 ◽  
The One

Arylhydrazono/Aryldiazenyl Pyrazoles: Green One-Pot Solvent-Free Synthesis and Anticancer Evaluation

2020 ◽  
Vol 17 (10) ◽  
pp. 772-778
Author(s):  
Abdulrhman Alsayari ◽  
Abdullatif Bin Muhsinah ◽  
Yahya I. Asiri ◽  
Jaber Abdullah Alshehri ◽  
Yahia N. Mabkhot ◽  
...  
Keyword(s):  
Anticancer Activity ◽  
Cell Lines ◽  
Anticancer Agents ◽  
Binding Mode ◽  
Docking Studies ◽  
Solvent Free ◽  
Pyrazole Derivatives ◽  
One Pot ◽  
Solvent Free Conditions ◽  
Hybrid Molecules

The aim of this study was to synthesize and evaluate the biological activity of pyrazole derivatives, in particular, to perform a “greener” one-pot synthesis using a solvent-free method as an alternative strategy for synthesizing hydrazono/diazenyl-pyridine-pyrazole hybrid molecules with potential anticancer activity. Effective treatment for all types of cancers is still a long way in the future due to the severe adverse drug reactions and drug resistance associated with current drugs. Therefore, there is a pressing need to develop safer and more effective anticancer agents. In this context, some hybrid analogues containing the bioactive pharmacophores viz. pyrazole, pyridine, and diazo scaffolds were synthesized by one-pot method. Herein, we describe the expedient synthesis of pyrazoles by a onepot three-component condensation of ethyl acetoacetate/acetylacetone, isoniazid, and arenediazonium salts under solvent-free conditions, and the evaluation of their cytotoxicity using a sulforhodamine B assay on three cancer cell lines. Molecular docking studies employing tyrosine kinase were also carried out to evaluate the binding mode of the pyrazole derivatives under study. 1-(4-Pyridinylcarbonyl)-3- methyl-4-(2-arylhydrazono)-2-pyrazolin-5-ones and [4-(2-aryldiazenyl)-3,5-dimethyl-1H-pyrazol-1- yl]-4-pyridinylmethanones, previously described, were prepared using an improved procedure. Among these ten products, 1-isonicotinoyl-3-methyl-4-[2-(4-nitrophenyl)hydrazono]-2-pyrazolin-5-one (1f) displayed promising anticancer activity against the MCF-7, HepG2 and HCT-116 cell lines, with an IC50 value in the range of 0.2-3.4 μM. In summary, our findings suggest that pyrazoles containing hydrazono/ diazenyl and pyridine pharmacophores constitute promising scaffolds for the development of new anticancer agents.

Synthesis and Antibacterial Screening of Some Pyrazole Derivatives Catalyzed by Cetyltrimethylammoniumbromide (CTAB)

2020 ◽  
Vol 17 ◽  
Author(s):  
Ravi Bansal ◽  
Pradeep K. Soni ◽  
Neha Gupta ◽  
Sameer S. Bhagyawant ◽  
Anand K. Halve
Keyword(s):  
Hydrazine Hydrate ◽  
Ethyl Acetoacetate ◽  
Aromatic Aldehydes ◽  
Pyrazole Derivatives ◽  
Phenyl Hydrazine ◽  
One Pot ◽  
Antibacterial Screening ◽  
Water As Solvent ◽  
Substituted Pyrazoles ◽  
Sulfinic Esters

Aims: In this article we have developed an eco-friendly one-pot multi-component reaction methodology was employed for the green synthesis of functionalized pyrazole derivatives viz cyclo-condensation of aromatic aldehydes, ethyl acetoacetate and phenyl hydrazine and/or hydrazine hydrate in the presence of cetyltrimethylammoniumbromide (CTAB) at 90°C temperature in aqueous medium. Method: In the present protocol we developed a green method for the synthesis of functionalized pyrazole derivatives through one-pot, multi-component cyclo-condensation of aromatic aldehydes, phenyl hydrazine or hydrazine hydrate and ethyl acetoacetate using cetyltrimethylammoniumbromide (CTAB) as a catalyst in water as solvent. Our methodology confers advantages such as short reaction time, atom economy, purification of product without using column chromatographic and hazardous solvent. The reaction is being catalyzed by cetyltrimethylammoniumbromide (CTAB) and thus products are formed under the green reaction conditions. Results: Initially the reaction of benzaldehyde and phenylhydrazine with ethyl acetoacetate was carried out in water at room temperature in the absence of the catalyst; no product was obtained after 24 h (Table 1 entry 1). When the reaction was carried out using L-proline as catalyst in ethanol at 70°C the yield of product was 20. Conclusion: This research not only provides a green and efficient method for the synthesis of sulfinic esters but also shows new applications of electrochemistry in organic synthesis. We consider that this green and efficient synthetic protocol used to prepare sulfinic esters will have good applications in future. In conclusion, we have developed successfully a green and efficient one-pot multi-component methodology for the synthesis of substituted pyrazoles using CTAB as a catalyst in water as solvent with excellent yields. Purifications of compounds were achieved without the use of traditional chromatographic procedures. This methodology has advantages of operational simplicity, clean reaction profiles and relatively broad scope which make it more attractive for the diversity oriented synthesis of these heterocyclic libraries. In this methodology we suggest the further alternative possibility for formation of substituted pyrazoles. The compound 7h can be used as an anticancer drug in pharma industry.

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