Iron-Catalyzed Fluoromethylene Transfer from a Sulfonium Reagent
Arturs Sperga, Dzintars Začs, Janis Veliks
Abstract
Herein, we report the first example of an iron porphyrin catalyzed fluoromethylene transfer from (2,4-dimethylphenyl)(fluoromethyl)(phenyl)sulfonium tetrafluoroborate to unactivated alkenes. The fluorocarbene or fluoromethylene synthon is the smallest “organic” node in a molecular graph of the organofluorine compounds. In this work, we present alternative solution to unavailable fluorodiazomethane (CHFN2), a missing one-carbon C1 piece in fluorine chemistry, by using a fluoromethylsulfonium reagent.
Topics & Concepts
SulfoniumSynthonChemistryReagentCatalysisFluorineTetrafluoroboratePorphyrinOrganic chemistryCombinatorial chemistrySalt (chemistry)Ionic liquidFluorine in Organic ChemistryCyclopropane Reaction MechanismsCatalytic C–H Functionalization Methods