Electrochemical Fluorination Functionalization of <i>gem</i>-Difluoroalkenes with CsF as a Fluorine Source: Access to Fluoroalkyl Building Blocks
Linzi Wen, Ziyan Zou, Naifu Zhou, Chengbo Sun, Peixu Xie, Pengju Feng
Abstract
Using easily handled CsF as a fluorine source, an electrochemically metal-free protocol for chemo- and regioselective synthesis of various types of long-chain perfluoroalkyl aromatics with gem -difluoroalkene as a substrate and an alcohol or azole as an additional nucleophile was developed. The eletrochemical transformation could tolerate several functional groups, such as halogens, cyanos, benzyls, and heterocycles, and is amenable to gram-scale. The application of this electrochemical method in radiofluorination was also tested.
Topics & Concepts
ChemistrySurface modificationFluorineElectrochemistryCombinatorial chemistryOrganic chemistryElectrodePhysical chemistryFluorine in Organic ChemistryInorganic Fluorides and Related CompoundsRadical Photochemical Reactions