Iron-Catalyzed Fluoromethylene Transfer from a Sulfonium Reagent

Org Lett. 2022 Jun 24;24(24):4474-4478. doi: 10.1021/acs.orglett.2c01757. Epub 2022 Jun 14.

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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes* / chemistry
  • Catalysis
  • Indicators and Reagents
  • Iron* / chemistry
  • Molecular Structure

Substances

  • Alkenes
  • Indicators and Reagents
  • Iron