Ultrasound-assisted one-pot three-component synthesis of new isoxazolines bearing sulfonamides and their evaluation against hematological malignancies - Archive ouverte HAL
Article Dans Une Revue Ultrasonics Sonochemistry Année : 2021

Ultrasound-assisted one-pot three-component synthesis of new isoxazolines bearing sulfonamides and their evaluation against hematological malignancies

Résumé

In the present study, following a one-pot two-step protocol, we have synthesized novel sulfonamides-isoxazolines hybrids (3a-r) via a highly regioselective 1,3-dipolar cycloaddition. The present methodology capitalized on trichloroisocyanuric acid (TCCA) as a safe and ecological oxidant and chlorinating agent for the in-situ conversion of aldehydes to nitrile oxides in the presence of hydroxylamine hydrochloride, under ultrasound activation. These nitrile oxides could be engaged in 1,3-dipolar cycloaddition reactions with various alkene to afford the targeted sulfonamides-isoxazolines hybrids (3a-r). The latter were assessed for their antineoplastic activity against model leukemia cell lines (Chronic Myeloid Leukemia, K562 and Promyelocytic Leukemia, HL-60).
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Dates et versions

hal-03342490 , version 1 (13-09-2021)

Identifiants

Citer

Aicha Talha, Cécile Favreau, Maxence Bourgoin, Guillaume Robert, Patrick Auberger, et al.. Ultrasound-assisted one-pot three-component synthesis of new isoxazolines bearing sulfonamides and their evaluation against hematological malignancies. Ultrasonics Sonochemistry, 2021, 78, pp.105748. ⟨10.1016/j.ultsonch.2021.105748⟩. ⟨hal-03342490⟩
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