Litcius/Paper detail

Fluoroalkylation of Activated Allylic Acetates through Radical–Radical Coupling: Organophotoredox/DABCO Catalytic System

Xiaoyu Zhang, Yinlei Zhang, Xiaohong Li, Bowen Li, Shiji Xiao, Yongming Tang, Peizhong Xie, Teck‐Peng Loh

2023Organic Letters15 citationsDOI

Abstract

A novel organophotoredox/DABCO catalytic system for the fluoroalkylation of activated allylic acetates via radical-radical coupling is described. The method offers mild reaction conditions, high selectivity, and broad substrate compatibility and enabled diverse bioactive molecules, FDA-approved drugs, and amino acid derivatives to be incorporated into transformation. This study expands the synthetic toolbox for the construction of fluorine-containing molecules.

Topics & Concepts

DABCOChemistryAllylic rearrangementCatalysisCombinatorial chemistryMoleculeSelectivityRadical cyclizationRadicalSubstrate (aquarium)Organic chemistryOceanographyGeologyFluorine in Organic ChemistryRadical Photochemical ReactionsCatalytic C–H Functionalization Methods