Visible-Light-Induced Decarbonylative Truce–Smiles Rearrangement of <i>N</i>-Sulfonylbenzamides
Zheng Liu, Lin Tian, Jiayu Mo, Huawen Huang
Abstract
A visible-light-induced decarbonylative Truce–Smiles rearrangement reaction of N -allylbenzamides with diverse organohalides (R–X) is described, enabling efficient synthesis of β-phenethylamine derivatives in moderate to excellent yields. The chemoselectivity of decarbonylative rearrangement of N -sulfonylbenzamides over desulfonation is featured through synergistic photoredox catalysis and water participation.
Topics & Concepts
Smiles rearrangementChemistryStereochemistryPhotochemistryRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods