Chemistry Reference
In-Depth Information
5.7.4 Electrochemical Fluorination of
Sulfides
Fuchigami and co-workers found that anodic
fluorination of sulfides having
α-electron-withdrawing groups proceeded quite
well to provide the corresponding α-fluorinated
products in good yields, as shown in
Eq. 5.25
[72,76]. The fluorination proceeds by way of a
Pummerer-type mechanism via the
fluorosulfonium cation (
A
), as shown in
Eq.
5.26
[77,78]. Thus, when R is an
electron-withdrawing group, the deprotonation
of
A
is significantly facilitated, and
consequently
the
fluorination
proceeds
efficiently.
(5.25)
(5.26)
Search WWH ::
Custom Search