Advanced Synthesis & Catalysis,
Journal Year:
2022,
Volume and Issue:
364(7), P. 1319 - 1325
Published: Feb. 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
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(14), P. 3585 - 3590
Published: Jan. 1, 2023
An
organophotoelectrochemical
approach
for
silylation
cyclization
of
CF3-substituted
N
-arylacrylamides
with
organosilanes
under
transition-metal-free
and
oxidant-free
conditions
has
been
developed.
ChemElectroChem,
Journal Year:
2024,
Volume and Issue:
11(8)
Published: Jan. 18, 2024
Abstract
Synthetic
electro‐organic
chemistry
is
advancing
to
a
well‐established
methodology
in
academic
research
and
industry.
The
simple
process
control
minimizes
reagent
waste
avoids
using
toxic
environmentally
unfriendly
redox
agents,
providing
feasible
sustainable
alternative
conventional
techniques.
However,
fundamental
disadvantage,
the
necessity
of
ion‐conductive
components
within
electrolyte.
recovery
these
supporting
electrolytes,
as
well
product
isolation,
pose
challenges
for
work‐up
strategies.
This
review
presents
following
electrochemical
protocols
featuring
material‐
resource‐saving
strategy:
dual
role
electrolytes
conductivity
enabling
reagents
or
meditators.
first
conclude
categorize
strategies
electrolytes.
It
may
inspire
electrochemists
advance
development
optimization
synthesis
towards
more
resource‐efficient
reaction
control.
Organic Letters,
Journal Year:
2019,
Volume and Issue:
21(3), P. 762 - 766
Published: Jan. 23, 2019
A
general
electrohemical
strategy
for
the
combined
trifluoromethylation/C(sp2)–H
functionalization
using
Langlois'
reagent
as
CF3
source
under
oxidant-free
conditions
was
developed.
Using
Mn
salts
redox
mediator,
this
method
provides
an
efficient
and
sustainable
means
to
access
a
variety
of
functionalized
heterocycles
bearing
moiety.
Detailed
mechanistic
studies
are
consistent
with
formation
CF3-bound
high
oxidation
state
species,
suggesting
transition-metal-mediated
transfer
mechanism
process.
Organic Letters,
Journal Year:
2019,
Volume and Issue:
21(4), P. 1237 - 1240
Published: Feb. 7, 2019
The
catalyst-free
electrochemical
di-
and
trifluoromethylation/cyclization
of
N-substituted
acrylamides
was
realized
under
external
oxidant-free
conditions.
strategy
provides
expedient
access
to
fluoroalkylated
oxindoles
3,4-dihydroquinolin-2(1
H)-ones
with
ample
scope
broad
functional
group
tolerance
by
mild,
direct
electrolysis
sodium
sulfinates
in
an
undivided
cell.
Detailed
mechanistic
studies
provided
strong
support
for
a
SET-based
reaction
manifold.
Organic Chemistry Frontiers,
Journal Year:
2019,
Volume and Issue:
6(14), P. 2392 - 2397
Published: Jan. 1, 2019
An
electrochemical
methodology
for
the
Minisci-type
trifluoromethylation
of
electron-deficient
heterocycles
mediated
by
cheap
and
easily
available
bromide
ions
has
been
developed.
Organic & Biomolecular Chemistry,
Journal Year:
2020,
Volume and Issue:
18(28), P. 5315 - 5333
Published: Jan. 1, 2020
In
general,
halogenide
anions
are
anodically
oxidized
into
active
species,
which
can
be
elemental
halogen,
halogen
cations,
or
radicals.
These
species
subsequently
react
with
substrates,
such
as
olefins,
ketones,
amines,
to
generate
halogenated
products.
We
review
the
mechanisms
of
these
reactions.
Advanced Synthesis & Catalysis,
Journal Year:
2020,
Volume and Issue:
363(1), P. 208 - 214
Published: Nov. 4, 2020
Abstract
The
tandem
cyclization
of
acrylamide
with
diselenides
facilitated
by
electrochemical
oxidation
was
successfully
developed.
This
strategy
provided
an
environmentally
friendly
method
for
the
construction
C−Se
bond.
A
series
seleno
oxindoles
pharmacological
activity
were
obtained
using
this
well‐designed
strategy.
in
vitro
antitumor
compounds
also
screened
through
MTT
assay.
Results
showed
that
exhibited
better
than
other
oxindole
derivatives.
magnified
image
Advanced Synthesis & Catalysis,
Journal Year:
2019,
Volume and Issue:
361(22), P. 5176 - 5181
Published: Sept. 26, 2019
Abstract
A
metal‐free
visible‐light‐induced
cyclization
procedure
was
developed
for
the
rapid
synthesis
of
perfluoroalkyl‐substituted
benzimidazo[2,1‐
a
]isoquinolin‐6(5
H
)‐ones
and
indolo[2,1‐
under
mild
reaction
conditions.
In
this
procedure,
formation
electron‐donor‐acceptor
(EDA)
complex
is
critical
visible‐light
promoted
process
to
avoid
utilization
external
photocatalysts.
magnified
image
Angewandte Chemie International Edition,
Journal Year:
2020,
Volume and Issue:
59(18), P. 7266 - 7270
Published: Feb. 20, 2020
An
unprecedented
electrochemical
trifluoromethylation/SO2
insertion/cyclization
process
has
been
achieved
in
an
undivided
cell
atom-economic
fashion.
The
protocol
relies
on
tandem
cyclization
of
N-cyanamide
alkenes
by
using
Langlois'
reagent
as
a
source
both
CF3
and
SO2
under
direct
anodically
oxidative
conditions,
which
two
C-C
bonds,
C-X
bonds
(N-S
S-C),
rings
were
formed
single
operation.
This
transformation
enabled
efficient
construction
various
trifluoromethylated
cyclic
N-sulfonylimines
from
readily
accessible
materials.
