Iridium-Catalyzed Cycloisomerization of N-Tethered 1,7-Enynes: Construction of an Azabicyclo[5.1.0]octene System.

An efficient method for the synthesis of azabicyclo[5.1.0]octenes through cycloisomerization of nitrogen-tethered 1,7-enynes catalyzed by [IrCp*Cl2]2 was developed. With appropriately designed substrates, this method could be easily employed to generate complex fused ring systems such as [6-6-3-7], [5-6-3-7], [7-6-3-7], and [8-6-3-7] ring systems, which enriches the diversity of the cyclopropane-fused polycycle library, and has potential applications in SAR studies of pharmaceutically interesting compounds and total synthesis of natural products.