Alkyl Radical Generation via C–C Bond Cleavage in 2-Substituted Oxazolidines
Adrián Luguera Ruiz, Marta La Mantia, Daniele Merli, Stefano Protti, Maurizio Fagnoni
Abstract
< 1.3 V vs SCE, smoothly prepared from the corresponding aldehydes) have been herein employed for the successful release of tertiary, α-oxy, and α-amido radicals under photo-organo redox catalysis. The reaction relies on the unprecedented C-C cleavage occurring from the radical cation of these heterocyclic derivatives. Such a protocol is applied to the visible-light-driven conjugate radical addition onto Michael acceptors and vinyl (hetero)arenes under mild metal-free conditions.
Topics & Concepts
ChemistryRadicalCatalysisBond cleavageCleavage (geology)Photoredox catalysisAlkylRedoxPhotochemistryRadical ionConjugateCombinatorial chemistryMedicinal chemistryOrganic chemistryPhotocatalysisIonFracture (geology)EngineeringMathematicsGeotechnical engineeringMathematical analysisRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods