Energy-Transfer-Enabled Truce–Smiles Rearrangement Using Sulfonamides as Sulfonyl Radical Precursors
Fuyang Yue, Ming‐Xing Li, Jiayi Li, Hongjian Song, Yuxiu Liu, Qingmin Wang
Abstract
We have developed a method for visible-light-induced radical Smiles-Truce rearrangement reactions that use sulfonamide-derived imines as sulfonyl radical precursors. This method enables efficient functionalization of alkenes and has the advantages of having a wide substrate scope and not emitting sulfur dioxide, thereby constituting an environmentally friendly approach for the synthesis of structurally complex sulfones, alcohols, and amines.
Topics & Concepts
SulfonylChemistrySmiles rearrangementSulfonamideSubstrate (aquarium)SulfurCombinatorial chemistryRadicalEnvironmentally friendlyRadical ionPhotoredox catalysisScope (computer science)PhotochemistryOrganic chemistryCatalysisPhotocatalysisGeologyOceanographyComputer scienceIonProgramming languageBiologyAlkylEcologySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods