Litcius/Paper detail

Photoinduced Cascade Difluoroalkylative Ring-Opening of Vinyl Cyclopropanes

Palasetty Chandu, Vinjamuri Srinivasu, Surbhi Gupta, Devarajulu Sureshkumar

2023Organic Letters22 citationsDOI

Abstract

Here, we report a facile and efficient method for the difluoroalkylation of vinyl cyclopropanes (VCPs) using visible-light organophotoredox catalysis. This strategy exploits the interplay of α-amino alkyl radical-mediated halogen-atom transfer (XAT) reaction. The broad substrate scope, excellent functional group compatibility, operational simplicity, inexpensive CF 2 precursors, and high efficiency make this protocol promising for the cost-efficient synthesis of allylic difluoroalkylated derivatives.

Topics & Concepts

ChemistryCombinatorial chemistryAllylic rearrangementCatalysisCompatibility (geochemistry)Functional groupHalogenCascadeAtom economyAlkylOrganic chemistryChemical engineeringEngineeringChromatographyPolymerFluorine in Organic ChemistryCyclopropane Reaction Mechanisms