Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 14, Issue 6, Pages 2015-2024Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ob02451j
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Funding
- Fondazione Cassa di Risparmio Perugia Project Nuovi catalizzatori eterogenei per lo sviluppo di processi sintetici green in flusso [2014.0100.021]
- Fondo per il sostegno della ricerca di base Composti organici ed ibridi inorgano-organici del selenio nella sintesi ecocompatibile di molecole bioattive - University of Perugia
- Consorzio CINMPIS - Bari (Consorzio Interuniversitario Nazionale di Metodologie e Processi Innovativi di Sintesi)
- KU Leuven [GOA 15/019/TBA]
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Herein, we disclose a general and flexible access to spirocyclopropyl oxindoles by a domino Michael/intramolecular nucleophilic substitution pathway with variously substituted vinyl selenones and enolizable oxindoles in aqueous sodium hydroxide solution. The spirocyclopropyl oxindole being a privileged scaffold, some of the synthesized compounds were selected for biological evaluation. Compound 3m showed selective anti-HIV-1 activity thanks to its ability to inhibit the reverse transcriptase.
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