Litcius/Paper detail

Visible-Light-Mediated C–I Difluoroallylation with an α-Aminoalkyl Radical as a Mediator

Fuyang Yue, Jianyang Dong, Yuxiu Liu, Qingmin Wang

2021Organic Letters55 citationsDOI

Abstract

Herein, we report a protocol for direct visible-light-mediated C-I difluoroallylation reactions of α-trifluoromethyl arylalkenes with alkyl iodides at room temperature with an α-aminoalkyl radical as a mediator. The protocol permits efficient functionalization of various α-trifluoromethyl arylalkenes with cyclic and acyclic primary, secondary, and tertiary alkyl iodides and is scalable to the gram level. This mild protocol uses an inexpensive mediator and is suitable for late-stage functionalization of complex natural products and drugs.

Topics & Concepts

ChemistryMediatorVisible spectrumStereochemistryPhotochemistryCell biologyPhysicsOptoelectronicsBiologyFluorine in Organic ChemistryRadical Photochemical Reactions