- Ultrasound-assisted one-pot three-component synthesis of new isoxazolines bearing sulfonamides and their evaluation against hematological malignancies
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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).
- Talha, Aicha,Favreau, Cécile,Bourgoin, Maxence,Robert, Guillaume,Auberger, Patrick,EL Ammari, Lahcen,Saadi, Mohamed,Benhida, Rachid,Martin, Anthony R.,Bougrin, Khalid
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- Palladium-Catalyzed cascade sp2 c?H bond functionalizations allowing one-Pot access to 4?Aryl-1,2,3,4-tetrahydroquinolines from n?Allyl?N?arylsulfonamides
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We have developed a palladium-catalyzed cascade reaction allowing an efficient synthesis of 4-aryl-1,2,3,4-tetrahydroquinolines from N-allyl-N-arylsulfonamides and benzenesulfonyl chlorides. In this transformation, two C(sp2)?C(sp3) bonds were formed via activation of C(sp2)?H bonds. The reaction proceeds using the easily accessible catalyst PdCl2, with Li2CO3 as inexpensive base and CuBr as additive, and tolerates a wide variety of substituents on both reaction partners.
- Yuan, Kedong,Soule, Jean-Francois,Dorcet, Vincent,Doucet, Henri
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p. 8121 - 8126
(2018/05/23)
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- S-(3-Chloro-2-oxo-propyl)-O-ethyl xanthate: A linchpin radical coupling agent for the synthesis of heterocyclic and polycyclic compounds
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The preparation and use of S-(3-chloro-2-oxo-propyl)-O-ethyl xanthate to directly introduce an α-chloroketone motif is described, along with applications for the synthesis of heterocyclic and polycyclic structures. The Royal Society of Chemistry 2006.
- Bergeot, Olga,Corsi, Camilla,El Qacemi, Myriem,Zard, Samir Z.
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p. 278 - 290
(2007/10/03)
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