Regio- and enantioselective synthesis of N-allylindoles was realized through an iridium-catalyzed asymmetric allylic amination reaction with 2-alkynylanilines and subsequent transition-metal-catalyzed cyclization reactions. The highly enantioenriched allylic amines prepared from Ir-catalysis were treated with catalytic amount of NaAuCl(4)2H(2)O or PdCl2 providing various substituted N-allylindoles in excellent yields and enantioselectivities.
Ye KY,Dai LX,You SL. Regio-and Enantioselective Synthesis of N-Allylindoles by Iridium-Catalyzed Allylic Amination/Transition-Metal-Catalyzed Cyclization Reactions[J]. Chem.-Eur. J.,2014,20(11):3040-3044.