AI Article Synopsis
- - This study presents a reliable one-pot method for creating indole-3-carboxylic acids using isatins and DMSO, which involves a unique one-carbon shift that leads to specific chemical transformations.
- - The method can be adapted to produce anthranilic acid derivatives by adjusting reaction conditions with molecular oxygen.
- - The research also highlights how this technique can facilitate the synthesis of easily accessible pharmaceutical compounds, such as the drug tropisetron.
Article Abstract
We describe a robust one-pot cascade method for the synthesis of indole-3-carboxylic acids using isatins and DMSO a one-carbon translocation involving generation of α,β-unsaturated methylvinylsulfoxide followed by amide bond cleavage and ring closure. The methodology has been extended to afford anthranilic acid derivatives by tuning the reaction conditions in the presence of molecular oxygen. Importantly, easy access to commercially available drugs, including tropisetron, is demonstrated.
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| http://dx.doi.org/10.1039/d3cc04443b | DOI Listing |
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