Synthesis of α-Fluorinated Areneacetates through Photoredox/Copper Dual Catalysis
Guillaume Levitre, Albert Granados, María Jesús Cabrera‐Afonso, Gary A. Molander
Abstract
The development of mild and practical conditions for the fluoroalkylation of arenes is an ongoing challenge in chemical organic synthesis. Herein, we report a metallaphotoredox method for the preparation of fluoroalkyl arenes based on the synergistic combination of Ir/Cu dual catalysis from boronic acids. The mild conditions allow broad functional group tolerance, including substrates containing aldehydes, free phenols, and N-Boc-protected amines. Mechanistic investigations support a process proceeding via photoredox/copper dual catalysis.
Topics & Concepts
ChemistryPhotoredox catalysisCatalysisCopperCombinatorial chemistryPhenolsDual roleFunctional groupOrganic chemistrySynergistic catalysisDual (grammatical number)PhotocatalysisArtLiteraturePolymerFluorine in Organic ChemistryRadical Photochemical ReactionsCatalytic C–H Functionalization Methods