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Synthetic Studies toward 1,2,3,3a,4,8b-Hexahydropyrrolo[3,2-]indole Core. Unusual Fragmentation with 1,2-Aryl Shift. | LitMetric
Base-assisted transformations of 2-(3-oxoindolin-2-yl)acetonitriles were investigated. Unexpectedly, attempted reactions of substrates possessing nonprotected nitrogen atoms were accompanied by unusual extrusions of 2-arylacetonitriles, followed by a 1,2-aryl shift to afford 3-hydroxyindolin-2-ones. On the other hand, the reactions for -alkyl derivatives of oxoindolines took the expected route by only providing 1,2,3,3a,4,8b-hexahydropyrrolo[3,2-]indoles.
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