Enantioselective Palladium(II)-Catalyzed Intramolecular Aminoarylation of Alkenes by Dual N-H and Aryl C-H Bond Cleavage

An asymmetric palladium-catalyzed intramolecular oxidative aminoarylation of alkenes has been developed with quinoline-oxazoline chiral ligands and Ag2CO3 as the oxidant. Various indolines containing a quaternary stereogenic center were synthesized in high yield with excellent enantioselectivity. Preliminary mechanistic studies suggest that the addition of a catalytic amount of phenylglyoxylic acid significantly accelerates the reaction and slightly enhances the enantioselectivity.