Green Synthesis of Arylideneisoxazol-5-Ones Catalyzed by Silicon Dioxide Nanoparticles DOI

Asiyeh Mosallanezhad,

Hamzeh Kiyani

Polycyclic aromatic compounds, Journal Year: 2023, Volume and Issue: 44(8), P. 5022 - 5037

Published: Sept. 21, 2023

Abstract4-Arylideneisoxazol-5(4H)-ones were obtained via a simple and efficient one-pot, three-component cyclocondensation of diverse aldehydes with hydroxylamine hydrochloride β-keto esters in water. This one-pot heterocyclization has been performed the presence catalytic amounts silicon dioxide nanoparticles (SiO2 NPs) at room temperature. approach is economical for synthesis potentially bioactive 4-arylideneisoxazol-5(4H)-one derivatives. The products formed 86–94% isolated reaction yields using 5 mol% nanocatalyst. reactions completed temperature under aqueous conditions. significant features present procedure are uncomplicated product isolation, purification without chromatographic methods, great biocompatibility SiO2 NPs, straightforward conditions, easy workup, environmentally friendly, readily available starting materials, reusability catalyst, as well inexpensive green medium.Keywords: Isoxazol-5(4H)-onessilicon nanoparticlesgreen synthesiscyclocondensation AcknowledgementsWe would to express our thankfulness Damghan University Research Council. corresponding author also like thank Shahrekord University.Disclosure statementNo potential conflict interest was reported by author(s).

Language: Английский

Green and clean synthesis of 4-arylideneisoxazol-5-ones using NaCl aqueous solution DOI Creative Commons

Faezeh Haidary,

Hamzeh Kiyani

Sustainable Chemistry for the Environment, Journal Year: 2024, Volume and Issue: 5, P. 100066 - 100066

Published: Jan. 6, 2024

The one-pot, three-component cyclization reaction a wide variety of aryl/heteroaryl aldehydes, hydroxylamine hydrochloride, and β-keto ester compounds was performed in simple manner. reactions carried out the presence sodium chloride (NaCl) as profitable, green, efficient catalyst at room temperature. Optimization experiments indicate that amount 17 mol% loaded NaCl is sufficient to catalyze reaction. Among advantages this NaCl-catalyzed method are availability catalyst, no need for synthesis several steps, commercially available reactants, use aqueous conditions, clean synthesis, non-inflammable medium, environmental pollution, safety, cost-effectiveness, pot-economy, optimum efficiency, carbon economy steps. Due absence harmful solvents, an abundant, low-cost, useful water solvent, considered green synthesis.

Language: Английский

Citations

7
An efficient, green and micellar catalyzed preparative-scale synthesis of 3,4-Disubstituted isoxazole-5(4H)-ones in the water DOI Creative Commons
Deblina D. Bhowmik,

Pallavi Kamandar,

Juhi Gupta

et al.

Sustainable Chemistry for the Environment, Journal Year: 2024, Volume and Issue: 5, P. 100070 - 100070

Published: Jan. 9, 2024

The one-pot three-component synthesis of 3,4-Disubstituted isoxazole-5(4H)-ones has been developed using an aqueous micellar medium as a catalyst under milder reaction conditions. was completed by 25 mol% sodium lauryl sulfate in at room temperature. employs green solvent, eco-friendly reagent, and non-chromatographic method for purification. present tolerates several substituted aldehydes proved to be efficient along with excellent yield. Moreover, the recovered reused times without significantly losing its catalytic activity.

Language: Английский

Citations

4
Rapid synthesis of fully substituted arylideneisoxazol-5(4H)-one using zinc oxide nanoparticles DOI

Shiva Aslanpour,

Hamzeh Kiyani

Research on Chemical Intermediates, Journal Year: 2023, Volume and Issue: 49(10), P. 4603 - 4619

Published: July 9, 2023

Language: Английский

Citations

10
Synthesis of Isoxazol-5-One Derivatives Catalyzed by Amine-Functionalized Cellulose DOI Open Access

Sanaz Gharehassanlou,

Hamzeh Kiyani

Published: Aug. 27, 2024

In this contribution, the propylamine-functionalized cellulose (Cell-Pr-NH2) was employed as catalyst in three-component reaction between hydroxylamine hydrochloride, various type of aryl/heteroaryl aldehydes, ethyl acetoacetate/ethyl 4-chloroacetoacetate/ or 3-oxohexanoate. The results these experiments were formation 3,4-disubstituted isoxazol-5(4H)-one heterocycles. desired five-membered heterocyclic compounds obtained good to high yields at room temperature. investigation different solvents led us conclusion that water is best solvent perform current one-pot, reactions. Attempts find optimum loading clearly showed 14 mg Cell-Pr-NH2 seems be sufficient carry out This method has highlighted some principles green chemistry including less waste generation, atom economy, use an environmentally friendly solvent, and energy saving. Purification without chromatographic methods, mild conditions, simple work-up, low-cost medium, saving time, obtainable precursors are other notable features one-pot fashion.

Language: Английский

Citations

1
Green Synthesis of Arylideneisoxazol-5-Ones Catalyzed by Silicon Dioxide Nanoparticles DOI

Asiyeh Mosallanezhad,

Hamzeh Kiyani

Polycyclic aromatic compounds, Journal Year: 2023, Volume and Issue: 44(8), P. 5022 - 5037

Published: Sept. 21, 2023

Abstract4-Arylideneisoxazol-5(4H)-ones were obtained via a simple and efficient one-pot, three-component cyclocondensation of diverse aldehydes with hydroxylamine hydrochloride β-keto esters in water. This one-pot heterocyclization has been performed the presence catalytic amounts silicon dioxide nanoparticles (SiO2 NPs) at room temperature. approach is economical for synthesis potentially bioactive 4-arylideneisoxazol-5(4H)-one derivatives. The products formed 86–94% isolated reaction yields using 5 mol% nanocatalyst. reactions completed temperature under aqueous conditions. significant features present procedure are uncomplicated product isolation, purification without chromatographic methods, great biocompatibility SiO2 NPs, straightforward conditions, easy workup, environmentally friendly, readily available starting materials, reusability catalyst, as well inexpensive green medium.Keywords: Isoxazol-5(4H)-onessilicon nanoparticlesgreen synthesiscyclocondensation AcknowledgementsWe would to express our thankfulness Damghan University Research Council. corresponding author also like thank Shahrekord University.Disclosure statementNo potential conflict interest was reported by author(s).

Language: Английский

Citations

3