Palladium-catalyzed dearomative arylphosphorylation of indoles

Abstract

A palladium-catalyzed dearomative arylphosphorylation reaction of indoles involving C–C/C–P bond formation is developed. Through the intramolecular dearomative carbopalladation of indoles followed by an intermolecular benzyl–Pd termination with dialkylphosphite, a range of unique indolines bearing vicinal tetrasubstituted and phosphate-containing trisubstituted stereocenters are obtained in good yields. Synthetic transformations of the product show practical utilities of the reaction.