Abstract
Isatins and acetophenones provide Aldol products (3-hydroxy-3-(2-oxo-2-arylethyl)indolin-2-ones) from reaction with triethylamine and these substrates react in excess superacid to provide good yields of spirooxindoles. The resulting spirooxindoles are shown to be useful scaffolds in the syntheses of related urea, carbamate, amido, and benzyl derivatives. A mechanism of cyclization is proposed involving a superelectrophilic Nazarov cyclization.
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