Iron-Catalyzed Fluoromethylene Transfer from a Sulfonium Reagent

Organic Letters 2022
Artūrs Sperga, Dzintars Zacs, Jānis Veliks

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.

Keywords
In-Situ Generation, Cyclopropanation, Insertion, Fluorocyclopropanation, Monofluorocarbene, Chemistry, Bonds
DOI
10.1021/acs.orglett.2c01757
Hyperlink
https://pubs.acs.org/doi/10.1021/acs.orglett.2c01757

Sperga, A., Zacs, D., Veliks, J. Iron-Catalyzed Fluoromethylene Transfer from a Sulfonium Reagent. Organic Letters, 2022, Vol. 24, No. 24, pp.4474-4478. ISSN 1523-7060. Available from: doi:10.1021/acs.orglett.2c01757

Publication language
English (en)