Radical Cascade Annulation of Biphenyl Acrylamides to Dibenzo‐azepinones: Experimental and DFT Studies

Abstract

AbstractAn efficient method for the conversion of biphenyl acrylamides to dibenzoazepinones with −SCF3 incorporation is described. This operationally simple radical cascade reaction employs CAN as an oxidant and exhibits good functional group tolerance. Substrates featuring −OCH3, −CH3, −Br or −Cl at the para‐position of the aromatic ring exhibits a preference for an ipso‐cyclization due to the intervention of DMSO in the reaction. Density functional theory (DFT) calculations provide valuable insights into the reaction's energetics and product selectivity.