Ag-Catalyzed Domino Decarboxylative Alkylation/Dearomative Annulation: Entry to Fused-Pyrido[4,3- b ]Indolones.
| Autor: | Raji Reddy C; Department of Organic Synthesis & Process Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India., Srinivasu E; Department of Organic Synthesis & Process Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India., Theja A; Department of Organic Synthesis & Process Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India., Subbarao M; Department of Organic Synthesis & Process Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India., Enagandhula D; Department of Organic Synthesis & Process Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India., Sridhar B; Department of Analytical & Structural Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India. |
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| Jazyk: | angličtina |
| Zdroj: | Organic letters [Org Lett] 2024 Oct 25; Vol. 26 (42), pp. 9146-9150. Date of Electronic Publication: 2024 Oct 10. |
| DOI: | 10.1021/acs.orglett.4c03556 |
| Abstrakt: | Here we report the development of unprecedented silver-catalyzed intramolecular annulations of N -acrolyl-2-(3-indolyl) benzimidazoles with alkyl carboxylic acids to construct complex fused-pentacyclic alkaloid scaffolds. Divergent reactivities are noticed with altered groups at C2-indole of the substrate. The reaction proceeds through decarboxylative alkylation, followed by dearomative annulation in a domino manner with excellent diastereoselectivity. Owing to the reactivity of the tert -OH group, these aza-enriched scaffolds can be further functionalized. |
| Databáze: | MEDLINE |
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