Enantioselective Synthesis of C−N Axially Chiral N-Aryloxindoles by Asymmetric Rhodium-Catalyzed Dual C−H Activation

Abstract

The first enantioselective Satoh–Miura-type reaction is reported. A variety of C−N axially chiral N-aryloxindoles have been enantioselectively synthesized by an asymmetric rhodium-catalyzed dual C−H activation reaction of N-aryloxindoles and alkynes. High yields and enantioselectivities were obtained (up to 99 % yield and up to 99 % ee). To date, it is also the first example of the asymmetric synthesis of C−N axially chiral compounds by such a C−H activation strategy.