Silica Chloride Nano Particle Catalyzed Synthesis of 2,2'-(arylmethylene)bis(5,5-dimethylcyclohexane-1,3-dione) Derivatives

Karimian, Ramin; Piri, Farideh; Karimi, Babak; Moghimi, Abolghasem

doi:10.5562/cca1721

Cited by 10 publications

(9 citation statements)

References 7 publications

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“…developed a choline chloride‐based deep eutectic solvent system at 80 °C, but the reaction time was long and a lower yield was obtained than in our system. Moghimi et al …”

Section: Resultsmentioning

confidence: 99%

“…Hashemi et al [35] developed a choline chloride-based deep eutectic solvent system at 80°C, but the reaction time was long and a lower yield was obtained than in our system. Moghimi et al [36] used silica chloride nanoparticles as a catalyst with CH 2 Cl 2 as solvent, but the CH 2 Cl 2 is not environmentally friendly. Recently, Myrobh et al [37] demonstrated L-proline as a asymmetric catalyst in aqueous medium for the synthesis of pyrimidines and xanthenes.…”

Section: Synthesismentioning

confidence: 99%

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Catalyst‐Free Synthesis of Xanthene and Pyrimidine‐Fused Heterocyclic Derivatives at Water‐Ethanol Medium and Their Antioxidant Properties

et al. 2019

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Water‐ethanol (1:1 v/v) reaction medium has been demonstrated to be an efficient system for the catalyst‐free synthesis of biologically potent xanthene and pyrimidine‐fused heterocyclic derivatives at 60 °C. Reactions of various substituted benzaldehydes or salicylaldehydes with dimedone or barbituric acid in water‐ethanol yield corresponding xanthene and pyrimidine‐fused heterocyclic derivatives, respectively, in good yields (90−93%) within a short time frame (1−2 h). This synthetic protocol is eco‐friendly and economically viable and has a facile workup procedure and a wide scope. The synthesized compounds were screened for their antioxidant activities against 2,2‐diphenyl‐1‐picryl hydrazyl (DPPH) and ferric‐reducing antioxidant power (FRAP) assays. Compounds 13 and 23 are excellent free radical scavengers toward DPPH free radicals and compounds 12 and 23 show good activities in FRAP assay compared with standard Vitamin C.

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“…developed a choline chloride‐based deep eutectic solvent system at 80 °C, but the reaction time was long and a lower yield was obtained than in our system. Moghimi et al …”

Section: Resultsmentioning

confidence: 99%

Section: Synthesismentioning

confidence: 99%

Catalyst‐Free Synthesis of Xanthene and Pyrimidine‐Fused Heterocyclic Derivatives at Water‐Ethanol Medium and Their Antioxidant Properties

et al. 2019

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“…Tetraketones were first described by Merling in 1894, during his pioneering work of synthesizing the cyclohexane‐1,3‐dione from resorcinol. Then, several reports have appeared to attempt efficient synthesis of tetraketones.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Structure, and Biological Activities of 10‐Substituted 3,3,6,6‐Tetramethyl‐9‐Aryl‐3,4, 6,7,9,10‐hexahydroacridine‐1,8(2H,5H)‐dione Derivatives

Wang

Zhou

et al. 2017

Journal of Heterocyclic Chem

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A series of 10‐substituted‐3,3,6,6‐tetramethyl‐9‐aryl‐3,4,6,7,9,10‐hexahydroacridine‐1,8(2H,5 H)‐dione derivatives 2 were synthesized by reaction of compounds 1 with amines. The compounds 1 were effectively prepared by 5,5‐dimethylcyclohexane‐1,3‐dione and aldehydes in the presence of a little amount of L‐proline as catalyst at room temperature. All the compounds were characterized by IR, MS, and 1H NMR. The crystal data of 1b and 2d were collected by X‐ray single‐crystal diffraction, and compounds 2b and 2d exhibited better inhibitory activity against HepG2 cells.

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“…1,2 A wide variety of Lewis acids have been used for organic transformations. 3 Most of the classical reagents of this class, such as AlCl 3 , BF 3 /BF 3 .…”

Section: Introductionmentioning

confidence: 99%

Indium(III) Trifluoromethanesulfonate: a Reusable Catalyst for the Sol-vent-free Synthesis of some Quinazolinones/thiones

Karami¹,

Khodabakhshi²,

Karami³

2014

Croat. Chem. Acta

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Abstract. An environmentally friendly and clean procedure gives octahydroquinazolinones/thiones by a simple Biginelli condensation of urea/thiourea, aromatic aldehydes, and cyclic 1,3-diones in the presence of indium(III) trifluoromethanesulfonate (In(OTf) 3 ) in solventless conditions. This method has advantages such as avoidance of the organic solvents, high yield of pure products without any by-product, short reaction times and operational simplicity.(doi: 10.5562/cca2087)

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Silica Chloride Nano Particle Catalyzed Synthesis of 2,2'-(arylmethylene)bis(5,5-dimethylcyclohexane-1,3-dione) Derivatives

Abstract: Abstract. Silica chloride nano particle (nano SiO 2 -Cl), has been found to be heterogeneous catalyst for facile and simple condensation of dimedone with aromatic aldehydes into 2,2'-(arylmethylene)bis(5,5-dimethylcyclohexane-1,3-dione) derivatives in dry CH 2 Cl 2 .

Cited by 10 publications

References 7 publications

Catalyst‐Free Synthesis of Xanthene and Pyrimidine‐Fused Heterocyclic Derivatives at Water‐Ethanol Medium and Their Antioxidant Properties

Catalyst‐Free Synthesis of Xanthene and Pyrimidine‐Fused Heterocyclic Derivatives at Water‐Ethanol Medium and Their Antioxidant Properties

Synthesis, Structure, and Biological Activities of 10‐Substituted 3,3,6,6‐Tetramethyl‐9‐Aryl‐3,4, 6,7,9,10‐hexahydroacridine‐1,8(2H,5H)‐dione Derivatives

Indium(III) Trifluoromethanesulfonate: a Reusable Catalyst for the Sol-vent-free Synthesis of some Quinazolinones/thiones

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