Visible‐Light‐Promoted Fluoroalkylative Cyclization of N‐Allyl‐4,5‐dihydro‐3H‐1‐benzazepin‐2‐amines: Effective Synthesis of Fluoroalkylated Imidazobenzazepines

Abstract A new preparatively convenient approach to the synthesis of biopromising 1‐fluoroalkyl‐substituted 2,4,5,6‐tetrahydro‐1 H ‐imidazo[1,2‐ a ][1]benzazepines has been developed, based on the chemoselective photoreduction‐catalyzed fluoroalkylation cyclization of N ‐allyl‐4,5‐dihydro‐3 H ‐1‐benzazepin‐2‐amines in the presence of fluorescein as an organocatalyst. The use of comparatively inexpensive perfluoroalkyl iodides (R f I), mild reaction conditions and a wide range of substituents introduced make this method very attractive for the preparation of imidazobenzazepines with a variety of fluorinated moieties.