Reduction of Electron‐Deficient Alkenes Enabled by a Photoinduced Hydrogen Atom Transfer
Natalia A. Larionova, Jun Miyatake Ondozabal, Xacobe C. Cambeiro
Abstract
Abstract Direct hydrogen atom transfer from a photoredox‐generated Hantzsch ester radical cation to electron‐deficient alkenes has enabled the development of an efficient formal hydrogenation under mild, operationally simple conditions. The HAT‐driven mechanism is supported by experimental and computational studies. The reaction is applied to a variety of cinnamate derivatives and related structures, irrespective of the presence of electron‐donating or electron‐withdrawing substituents in the aromatic ring and with good functional group compatibility. magnified image
Topics & Concepts
ChemistryHydrogen atomElectron transferPhotochemistryPhotoinduced electron transferRing (chemistry)Combinatorial chemistryHydrogenOrganic chemistryGroup (periodic table)Radical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods