Organic Letters,
Journal Year:
2018,
Volume and Issue:
20(14), P. 4379 - 4383
Published: July 9, 2018
An
intramolecular
dearomatization
of
indole
derivatives
has
been
developed
via
an
electron
donor–acceptor
complex
formed
between
and
Umemoto's
reagent.
Without
the
requirement
any
catalyst
additive,
diverse
trifluoromethyl-substituted
spiroindolenines
bearing
a
quaternary
stereogenic
center
were
obtained
in
good
yields
(up
to
90%)
merely
upon
illumination
two
starting
materials
1,2-dichloroethane
solution
at
room
temperature.
This
work
provides
facile
access
trifluoromethyl
group
enabled
by
visible
light.
Organic Chemistry Frontiers,
Journal Year:
2021,
Volume and Issue:
9(4), P. 1152 - 1164
Published: Dec. 16, 2021
Transition-metal-free
trifluoromethylations
have
attracted
significant
research
interest
driven
by
the
increasing
importance
of
CF
3
-containing
compounds.
Organic Letters,
Journal Year:
2017,
Volume and Issue:
19(19), P. 5260 - 5263
Published: Sept. 13, 2017
Disclosed
herein
is
an
unprecedented
cobalt-catalyzed
trifluoromethylation-peroxidation
of
unactivated
alkenes.
In
this
process
the
hydroperoxide
acts
as
a
radical
initiator
well
coupling
partner.
The
cheap
and
readily
available
sodium
trifluoromethanesulfinate
serves
CF3
source
in
reaction.
Various
alkenes
are
transformed
into
vicinal
trifluoromethyl-peroxide
compounds
moderate
to
good
yields.
Organic Letters,
Journal Year:
2018,
Volume and Issue:
20(20), P. 6520 - 6525
Published: Oct. 5, 2018
A
practical
and
efficient
method
for
selective
intramolecular
radical
trifluoromethylacylation
-arylation
of
alkenes
with
inexpensive
CF3SO2Na
K2S2O8
in
aqueous
media
has
been
developed,
respectively,
affording
the
highly
chemoselective
synthesis
CF3-functionalized
chroman-4-ones
chromanes
satisfactory
yields.
Control
experiments
DFT
calculations
indicate
that
CF3SO2Na/K2S2O8
system
is
capable
trifluoromethylating
substrate
without
a
transition
metal
catalyst
oxidation
to
·CF3
by
involved
rate-determining
step.
