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.
A new vinyl selenone-based domino approach to spirocyclopropyl oxindoles endowed with anti-HIV RT activity
Tramontano, E.;Corona, A.;
2016
Abstract
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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