Organophotoredox-Catalyzed Three-Component Coupling of Heteroatom Nucleophiles, Alkenes, and Aliphatic Redox Active Esters
Shotaro Shibutani, Kazunori Nagao, Hirohisa Ohmiya
Abstract
This manuscript describes a visible-light-mediated organophotoredox catalytic process for vicinal difunctionalization of alkenes using heteroatom nucleophiles and aliphatic redox active esters. A wide range of heteroatom nucleophiles including alcohols, water, carboxylic acids, amides, and halogens can be used for this reaction. This radical relay type reaction allows forging of C(sp3)–C(sp3) with a carbon-centered radical and C(sp3)–heteroatom bonds with a benzyl cation on the vinylarenes with complete regioselectivity in a single step.
Topics & Concepts
ChemistryNucleophileHeteroatomRegioselectivityCatalysisVicinalRedoxHalogenCoupling reactionReactivity (psychology)Organic chemistryCombinatorial chemistryMedicinal chemistryRing (chemistry)AlkylMedicinePathologyAlternative medicineRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods