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Access to substituted thiapyrrolizidinones and fused pyridones using the domino N-acyliminium-thionium equilibrium/1,3-dipolar cycloaddition/desulfurization cyclization cascade

Abdulkareem Hamid 1 Hassan Oulyadi 2 Adam Daïch 1
1 URCOM - Unité de Recherche en Chimie Organique et Macromoléculaire
2 COBRA - Chimie Organique et Bioorganique : Réactivité et Analyse
Abstract : Substituted thiapyrrolizidinones and fused pyridones, and quinolizinones were reported efficaciously from suitable thioamides in yields ranging from 30% to 65%. The reaction proceeded in a one-pot procedure as cascade process by the intramolecular 1,3-dipolar cycloaddition of thioisomünchnones followed by desulfurization of the adducts. During these investigations, the mechanistic aspects of the process were also discussed.
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Submitted on : Wednesday, May 6, 2020 - 9:33:07 AM
Last modification on : Friday, April 1, 2022 - 1:44:02 PM

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Abdulkareem Hamid, Hassan Oulyadi, Adam Daïch. Access to substituted thiapyrrolizidinones and fused pyridones using the domino N-acyliminium-thionium equilibrium/1,3-dipolar cycloaddition/desulfurization cyclization cascade. Tetrahedron, Elsevier, 2006, 62 (26), pp.6398-6404. ⟨10.1016/j.tet.2006.04.032⟩. ⟨hal-02564933⟩

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