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


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Output type: Journal article

UM6P affiliated Publication?: Yes

Author list: Talha A., Favreau C., Bourgoin M., Robert G., Auberger P., EL Ammari L., Saadi M., Benhida R., Martin A.R., Bougrin K.

Publisher: Elsevier

Publication year: 2021

Journal: Ultrasonics Sonochemistry (1350-4177)

Volume number: 78

ISSN: 1350-4177

URL: https://www.scopus.com/inward/record.uri?eid=2-s2.0-85114799722&doi=10.1016%2fj.ultsonch.2021.105748&partnerID=40&md5=e7c5cd35d45275212bf0d3f9cfd9cbc3

Languages: English (EN-GB)


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Abstract

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). © 2021 The Author(s)


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Last updated on 2021-01-12 at 23:22