Facile synthesis, crystal structure, Hirshfeld surface analysis, DFT calculations, IR and UV–visible spectra analyzes, ADMET and molecular docking studies of arylideneisoxazolone derivatives

Boureghda, Chaima; Krid, Adel; Dems, Mohamed Abdesselem; Boutebdja, Mehdi; Boulcina, Raouf; Debache, Abdelmadjid

doi:10.1016/j.molstruc.2024.139005

Journal of Molecular Structure

2024

DOI: 10.1016/j.molstruc.2024.139005

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Facile synthesis, crystal structure, Hirshfeld surface analysis, DFT calculations, IR and UV–visible spectra analyzes, ADMET and molecular docking studies of arylideneisoxazolone derivatives

Chaima Boureghda,

Adel Krid,

Mohamed Abdesselem Dems

et al.

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2024

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Synthesis of Isoxazol-5-One Derivatives Catalyzed by Amine-Functionalized Cellulose

Gharehassanlou,

Kiyani

2024

Organics

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

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Synthesis of Isoxazol-5-One Derivatives Catalyzed by Amine-Functionalized Cellulose

Gharehassanlou,

Kiyani

2024

Organics

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Facile synthesis, crystal structure, Hirshfeld surface analysis, DFT calculations, IR and UV–visible spectra analyzes, ADMET and molecular docking studies of arylideneisoxazolone derivatives

Cited by 1 publication

References 91 publications

Synthesis of Isoxazol-5-One Derivatives Catalyzed by Amine-Functionalized Cellulose

Synthesis of Isoxazol-5-One Derivatives Catalyzed by Amine-Functionalized Cellulose

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