Litcius/Paper detail

Ruthenium-Catalyzed Ligand-Enabled Regiodivergent Difluoroallylation of Aryl C–H Bonds

Chang‐Yun Shi, Xiao-Qu Chen, Ruoqing Zeng, Heng Lu, Zhoulong Fan, Ao Zhang

2023Organic Letters11 citationsDOI

Abstract

The gem -difluoroallyl group is a sought-after structural motif commonly found in pharmaceutical compounds. Despite its appeal, achieving a controlled synthesis of both α,α- and γ,γ-difluoroallylated compounds has proven to be a challenging task. This study presents a new approach to difluoroallylation, which utilizes a regiodivergent C–H bond reaction catalyzed by ruthenium catalysis. This method enables the meta and ortho C–H α,α- and ortho C–H γ,γ-difluoroallylation of arenes using 3-bromo-3,3-difluoropropenes.

Topics & Concepts

ChemistryRutheniumArylCatalysisLigand (biochemistry)Combinatorial chemistryStereochemistryOrganic chemistryAlkylReceptorBiochemistryFluorine in Organic ChemistryCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms