Polyamine-supported CoII complexes catalyzed the oxidative fluorination of saturated hydrocarbons, in some instances selectively, when combined with Selectfluor and CsF, producing fluorinated product...

Radical fluorination leaves extant functional groups intact

Metal derivatives of high-valent sulfur fluorides and oxofluorides can provide fluorinated building blocks for materials science and bioactive compounds, but so far, such building blocks are elusive....

Generating common fluorinating agents directly from the mineral avoids the dangers of hydrogen fluoride

Radical fluorination leaves extant functional groups intact

Given the increasing demand for diverse alkyl fluorides for various applications, it would be beneficial to enrich the fluorination toolbox by including more kinds of common functional groups, such as ketones, as fluoride surrogates. Here we report a Cu-mediated deacylative fluorination approach that can convert a wide range of methyl ketones to the corresponding alkyl fluorides. The reaction is enabled by a ketone activation reagent and a nucleophilic fluoride source. It features broad functional group tolerance, capability for the late-stage fluorination, fluoro-annulation, synthesis of α,α-dideuterated fluorides, and degree-controlled synthesis of mono-, di-, and trifluoro alkanes from a single ketone starting material. The computational studies suggest interesting Cu(III)-mediated C–F bond forming pathways via either fluorine atom transfer or an SN2 process.

The efficient preparation of inherently unstable N-CF3 secondary amines remains a challenge in synthetic chemistry. Herein, the authors present the synthesis of this type of compounds via oxidative fl...