Pyrroline Synthesis via Visible‐Light‐Promoted Hydroimination of Unactivated Alkenes with <i>N</i>,<i>N′</i>‐Dimethylpropylene Urea as <i>H</i>‐Donor

Abstract

Abstract Synthesis of 3,4‐pyrroline derivatives via visible‐light‐induced hydro/oxyimination of unactivated olefins is reported. In the presence of the photoredox catalyst fac ‐Ir(ppy) 3 , the key iminyl radical intermediate can be readily generated from O ‐acyl oximes, and undergoes intramolecular cyclization and H ‐abstraction from solvent or is trapped by TEMPO to give the corresponding hydro/oxyimination product, respectively. Mechanistic investigations indicate that N,N′ ‐dimethylpropylene urea (DMPU) works as both reducing agent for catalyst regeneration and H ‐donor for product formation in this process. magnified image