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

Sanaz Gharehassanlou,

Hamzeh Kiyani

Organics, Год журнала: 2024, Номер 5(4), С. 378 - 394

Опубликована: Окт. 12, 2024

In this contribution, propylamine-functionalized cellulose (Cell-Pr-NH2) was employed as the catalyst in three-component reaction between hydroxylamine hydrochloride and various types of aryl/heteroaryl aldehydes, ethyl acetoacetate/ethyl 4-chloroacetoacetate, or 3-oxohexanoate. The result these experiments formation 3,4-disubstituted isoxazol-5(4H)-one heterocycles. desired five-membered heterocyclic compounds were 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 optimal 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, 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.

Язык: Английский

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

Sanaz Gharehassanlou,

Hamzeh Kiyani

Organics, Год журнала: 2024, Номер 5(4), С. 378 - 394

Опубликована: Окт. 12, 2024

In this contribution, propylamine-functionalized cellulose (Cell-Pr-NH2) was employed as the catalyst in three-component reaction between hydroxylamine hydrochloride and various types of aryl/heteroaryl aldehydes, ethyl acetoacetate/ethyl 4-chloroacetoacetate, or 3-oxohexanoate. The result these experiments formation 3,4-disubstituted isoxazol-5(4H)-one heterocycles. desired five-membered heterocyclic compounds were 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 optimal 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, 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.

Язык: Английский

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