Copper-Catalyzed Azidative Multifunctionalization of Alkynes

A facile and efficient copper-catalyzed azidative multifunctionalization of alkynes has been developed by using N-fluorobenzenesulfonimide (NFSI) as both nitrogen source and aryl source and trimethylsilyl azide (TMSN3) as azido source. This transformation proceeds under mild conditions, providing a series of alpha-azido-alpha-aryl imine in good yields by a single operation starting from a wide range of alkynes. The prepared alpha-azido-alpha-aryl imines could be easily converted into 1,5-piperizine-fused 1,2,3-triazoles and azido enamines.