It is well-known that spiropyrrolizidenes can be prepared through a three component condensation that involves an isatin, proline, and a dipolarophile. Isatins are also the substrate for synthesis of 3- substituted quinoline-4-carboxylic acids via the venerable Pfitzinger reaction through heating with an aceto-arene in aqueous KOH solutions. We are exploring the use of Suzuki-derived 6-(4-trifluoromethylphenyl)-isatin in both types of reaction to create a diverse set of new compounds.  Spiropyrrolizidines have been found to have anti-cancer and anti-bacterial properties. Quinoline-4-carboxylic acids have been found to have a variety of pharmacological activities, including potent antiviral activity.<br/>

Synthesis of spiropyrrolizidenes and 3-substituted quinoline-4-carboxylic acids from 6-(4-trifluoromethylphenyl)-isatin

251st National Meeting (2016)

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