Catalytic Iodination of the Aliphatic C-F Bond by YbI3(THF)(3): Mechanistic Insight and Synthetic Utility
Artikel i vetenskaplig tidskrift, 2016

A facile iodination protocol, of unactivated alkyl fluorides: using catalytic amounts of YbI3(THF)(3) in the presence of iodotrimethylsilane as a stoichiometric fluoride trapping agent is presented. H-1 NMR spectroscopy demonstrates a two-step :catalytic cycle where TMSI regenerates active YbI3(THF)(3). Finally, the catalytic reaction is extended a one-pot procdure to demonstrate a potential application of the method Overall, the findings present a distinct strategy for C-F bond transformations in the presence of catalytic YbI3(THF)(3).

fluorination

Chemistry

alkyl fluorides

iodotrimethylsilane

chemistry

substitution

conversion

activation

hydrodefluorination

reagents

alcohols

Författare

Mario Janjetovic

Göteborgs universitet

Andreas Ekebergh

Göteborgs universitet

Annika M. Träff

Göteborgs universitet

Göran Hilmersson

Göteborgs universitet

Organic Letters

1523-7060 (ISSN) 1523-7052 (eISSN)

Vol. 18 12 2804-2807

Ämneskategorier

Biologiska vetenskaper

Kemi

DOI

10.1021/acs.orglett.6b01022