Palladium-catalyzed dearomative arylphosphorylation of indoles

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.