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

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. Double up: The first enantioselective Satoh–Miura‐type reaction is reported. A variety of C−N axially chiral N‐aryloxindoles were synthesized by an asymmetric rhodium‐catalyzed dual C−H activation reaction of N‐aryloxindoles and alkynes. This is also the first asymmetric synthesis of C−N axially chiral compounds by such a C−H activation strategy.