Organocatalytic asymmetric Friedel-Crafts reaction of sesamol with isatins: access to biologically relevant 3-aryl-3-hydroxy-2-oxindoles.

Abstract

The Friedel-Crafts reaction of electron-rich phenols with isatins was developed by employing bifunctional thiourea-tertiary amine organocatalysts. Cinchona alkaloid derived thiourea epiCDT-3 a efficiently catalyzed the Friedel-Crafts-type addition of phenols to isatin derivatives to provide 3-aryl-3-hydroxy-2-oxindoles 7 and 9 in good yield (80-95 %) with… (More)
DOI: 10.1002/asia.201301546

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