2 research outputs found
Benzylic C–H Trifluoromethylation via Photoenol
Photoenols
generated <i>in situ</i> from <i>ortho</i>-methyl-substituted
phenylketones such as benzophenones and acetophenones were trifluoromethylated
with Togni reagent without any additive or catalyst. This trifluoromethylation
reaction proceeded smoothly under photoirradiation conditions (365
nm). Various functional groups were tolerant of the reaction conditions.
Interestingly, the trifluoromethyl group was exclusively introduced
at the <i>ortho</i>-benzylic position. Mechanistic studies
suggested that this reaction proceeds via formation of a photoenol,
not via a radical pathway