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

Abstract

AbstractA new preparatively convenient approach to the synthesis of biopromising 1‐fluoroalkyl‐substituted 2,4,5,6‐tetrahydro‐1H‐imidazo[1,2‐a][1]benzazepines has been developed, based on the chemoselective photoreduction‐catalyzed fluoroalkylation cyclization of N‐allyl‐4,5‐dihydro‐3H‐1‐benzazepin‐2‐amines in the presence of fluorescein as an organocatalyst. The use of comparatively inexpensive perfluoroalkyl iodides (RfI), 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.