The Journal of Organic Chemistry,
Год журнала:
2019,
Номер
84(9), С. 5980 - 5986
Опубликована: Апрель 23, 2019
An
efficient
decarboxylative
trifluoromethylation
of
α,β-unsaturated
carboxylic
acids
using
the
Langlois
reagent
as
a
trifluoromethyl
precursor
has
been
achieved
by
an
electro-oxidative
strategy.
Under
catalyst-free
and
external
oxidant-free
electrolysis
conditions,
series
Cvinyl-CF3
compounds
are
obtained
with
high
regioselectivity
in
good
yields.
The
successful
trapping
CF3
radical
scavenger
confirmed
that
processes
involved
this
system.
Organic Letters,
Год журнала:
2018,
Номер
20(19), С. 6250 - 6254
Опубликована: Сен. 24, 2018
A
new
and
general
method
for
the
synthesis
of
β-azidosulfonates
has
been
achieved
through
Cu(I)-mediated
radical
oxidative
sulfonylation–azidation
alkenes
with
sodium
sulfinates.
Under
identical
conditions,
azido
fluoroalkyated
products
could
be
readily
obtained
instead
using
CF3SO2Na
or
CHF2SO2Na
as
reagents.
The
starting
materials
sulfinate
compounds,
alkenes,
azidotrimethylsilane
are
stable
cheap.
This
can
easily
adapted
large-scale
preparation.
Advanced Synthesis & Catalysis,
Год журнала:
2019,
Номер
361(10), С. 2354 - 2359
Опубликована: Март 12, 2019
Abstract
A
copper‐catalyzed
direct
C−H
difluoroacetylation
of
quinoxalinones
at
the
C‐3
position
with
ethyl
bromodifluoroacetate
has
been
developed.
In
this
reaction,
diverse
difluoroacetylated
quinoxalin‐2(1
H
)‐ones
a
wide
range
functional
groups
could
be
obtained
in
moderate
to
good
yields,
using
cheap,
commercially
available
reagents.
This
protocol
would
offer
meaningfully
synthetic
method
for
pharmacologically
interesting
)‐one
derivatives.
magnified
image
Advanced Synthesis & Catalysis,
Год журнала:
2022,
Номер
364(7), С. 1319 - 1325
Опубликована: Фев. 23, 2022
Abstract
An
atom
and
step
economy
cascade
trifluoromethylation/cyclization
of
unactivated
alkene
with
Langlois
reagent
as
a
CF
3
source
is
described.
A
variety
polycyclic
quinazolinones
were
successfully
synthesized
in
52–81%
yields
under
transition
metal‐
oxidant‐free
conditions.
The
used
this
strategy
possesses
the
advantages
bench‐stablity,
cost‐effectivity
high‐efficiency.
Additionally,
gram‐scale
reaction,
broad
substrate
scope
good
functional
group
tolerance
demonstrated
synthetic
usefulness
protocol.
magnified
image
Advanced Synthesis & Catalysis,
Год журнала:
2018,
Номер
360(14), С. 2659 - 2667
Опубликована: Май 8, 2018
Abstract
A
convenient
and
efficient
manganese‐catalyzed
trifluoromethylazidation
of
alkenes
has
been
developed
by
utilizing
inexpensive
readily
available
CF
3
SO
2
Na
under
mild
conditions.
The
various
β‐trifluoromethylated
alkyl
azides
were
directly
obtained
from
corresponding
allyl,
vinyl,
chain
terminal
internal
alkenes,
easily
further
transformed
into
other
‐containing
compounds.
magnified
image
ACS Catalysis,
Год журнала:
2020,
Номер
10(7), С. 4012 - 4018
Опубликована: Март 10, 2020
The
mild
and
efficient
hydroxytrifluoromethylation
of
alkenes
with
bromotrifluoromethane
(CF3Br)
atmospheric
oxygen
mediated
by
cobalt-tertiary
amine
is
described.
This
reaction
proceeds
broad
substrate
scope
good
functional
group
compatibility.
Mechanistic
studies
indicate
that
the
through
a
radical
pathway,
which
enabled
combination
previously
unexplored
highly
N-isopropyl-N,2-dimethylpropan-2-amine
Co(II)
for
single
electron
reduction
CF3Br
to
CF3
radical.
Natural Product Reports,
Год журнала:
2022,
Номер
40(5), С. 988 - 1021
Опубликована: Окт. 7, 2022
This
review
summarizes
the
applications
of
late-stage
strategies
in
direct
trifluoromethylation
natural
products
past
ten
years,
with
particular
emphasis
on
reaction
model
each
method.
Organic & Biomolecular Chemistry,
Год журнала:
2022,
Номер
21(10), С. 2046 - 2058
Опубликована: Ноя. 18, 2022
This
review
describes
several
key
activation
methods
for
Langlois'
reagent
in
the
difunctionalization
of
alkenes
and
could
stimulate
interest
readers
promoting
wider
development
application
reagent.
Advanced Synthesis & Catalysis,
Год журнала:
2022,
Номер
364(23), С. 4036 - 4042
Опубликована: Ноя. 1, 2022
Abstract
Herein,
we
disclosed
an
electrochemically
induced
method
for
the
regio‐
and
stereoselective
(
E
)‐β‐C(
sp
2
)−H
trifluoromethylation
of
enamides
by
employing
readily
available
inexpensive
Langlois’
reagent
(CF
3
SO
Na).
Preliminary
mechanistic
studies
indicate
involvement
free
radicals
in
process.
The
exogenous
oxidant‐free
reaction
proceeds
undivided
electrochemical
cell
under
mild
conditions
allows
accomplishment
products
with
exclusive
‐selective
control.
methodology
is
featured
catalyst‐free,
simple
setup,
broad
substrate
scopes
good
functional
group
tolerance.
Using
ArSO
Na
as
coupling
partner,
corresponding
arylsulfonylated
are
obtained
standard
conditions.
magnified
image
