Catalyst-free electrochemical SNAr of electron-rich fluoroarenes using carboxylic acids
Anzai Shi,
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Yaowen Liu,
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Ranran Zhang
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et al.
eScience,
Journal Year:
2024,
Volume and Issue:
4(5), P. 100255 - 100255
Published: March 15, 2024
Herein,
an
electrochemically
driven
catalyst-free
nucleophilic
aromatic
substitution
(SNAr)
of
electron-rich
fluoroarenes
with
carboxylic
acids
as
weak
nucleophiles
under
mild
conditions
was
reported.
A
series
highly
valuable
ester
derivatives
were
obtained
in
a
direct
and
rapid
way.
This
transformation
features
commercially
available
reagents
exceptionally
broad
substrate
scope
good
functional
group
tolerance,
using
cheap
abundant
electrodes
completed
within
short
reaction
time.
Gram-scale
synthesis
complex
biorelevant
compounds
ligation
further
highlighted
the
potential
utility
methodology.
The
mechanistic
investigations
density
theory
(DFT)
calculations
verified
feasibility
proposed
pathway
this
transformation.
Language: Английский
Progress in Electrochemically Empowered C−O Bond Formation: Unveiling the Pathway of Efficient Green Synthesis
Debosmit Ghosh,
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Aroop Kumar Samal,
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Anita Parida
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et al.
Chemistry - An Asian Journal,
Journal Year:
2024,
Volume and Issue:
19(11)
Published: April 8, 2024
Abstract
(C−X)
bonds
(X=C,
N,
O)
are
the
main
backbone
for
making
different
skeleton
in
organic
synthetic
transformations.
Among
all
sustainable
techniques,
electro‐organic
synthesis
C−X
bond
formation
is
advanced
tool
as
it
offers
a
greener
and
more
cost‐effective
approach
to
chemical
reactions
by
utilizing
electrons
reagents.
In
this
review,
we
want
explore
recent
advancements
electrochemical
C−O
formation.
The
electrochemically
driven
represents
an
emerging
exciting
area
of
research.
context,
techniques
numerous
advantages,
including
higher
yields,
cost‐efficient
production,
simplified
work‐up
procedures.
This
method
enables
continuous
consistent
molecules,
significantly
enhancing
overall
reaction
yields.
Furthermore,
both
intramolecular
intermolecular
forming
provided
valuable
products
O‐containing
acyclic/cyclic
analogue.
Hence,
carbonyl
(C=O),
ether
‐O‐),
ester
(‐COOR)
functionalization
cyclic/acyclic
analogues
have
been
prepared
continuously
via
innovative
pathway.
discuss
one‐decade
pathways
various
contains
functional
group
chronological
manner.
review
focused
on
aspects
mechanistic
path
has
also
mentioned
critical
finding
regarding
pathways.
Language: Английский
Electrochemical Oxidative Ring‐Opening Reactions of 2H‐Indazoles with Alcohols to Obtain Ortho‐alkoxycarbonylated Azobenzenes
Yibin Hu,
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Xin Liu,
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Chenglong Feng
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et al.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(9), P. 2020 - 2025
Published: March 18, 2024
Abstract
A
strategy
for
synthesis
of
azo‐derived
compounds
by
electrochemical
oxidative
ring‐opening
reactions
2
H
‐indazoles
with
alcohols
is
reported.
The
are
carried
out
under
galvanostatic
electrolysis
conditions
in
an
undivided
cell
without
the
use
transition
metal
catalysts.
On
basis
cyclic
voltammetry
and
control
experiments,
a
plausible
mechanism
this
reaction
involving
radical
pathway
proposed.
Furthermore,
various
suitable
system,
giving
desired
ortho‐alkoxycarbonylated
azobenzenes
9–84%
yields.
Language: Английский
Visible-Light-Driven Decarboxylative Coupling of 2H-Indazoles with α-Keto Acids without Photocatalysts and Oxidants
Mengyu Niu,
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Chen Yang,
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Mingzhu Leng
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et al.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(9), P. 6159 - 6168
Published: April 20, 2024
An
efficient
synthesis
of
functionalized
3-acyl-2
Language: Английский
Electrochemical C–H phosphorothiolation of indolizines with thiocyanate and phosphite in one pot
Chenglong Feng,
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Haochen Wang,
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Yuanbin She
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et al.
Tetrahedron,
Journal Year:
2024,
Volume and Issue:
155, P. 133911 - 133911
Published: Feb. 22, 2024
Language: Английский
Electrochemical Oxidative Cross-Coupling Reactions of Ketene Dithioacetals and Dichalcogenides to Construct C−Se/C−S Bonds
Jiaxu Wang,
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Xin Liu,
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Chenglong Feng
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et al.
Journal of The Electrochemical Society,
Journal Year:
2024,
Volume and Issue:
171(5), P. 055501 - 055501
Published: April 19, 2024
A
green
protocol
for
construction
of
C−Se
bonds
from
ketene
dithioacetals
and
diselenides
through
direct
electrochemical
oxidative
cross-coupling
has
been
developed.
This
reaction
was
carried
out
in
an
undivided
cell
system
with
NaBF
4
as
the
electrolyte
CH
3
CN
solvent
galvanostatic
electrolysis.
series
substituted
were
tolerant
desired
tetrasubstituted
alkenyl
selenides
obtained
moderate
to
excellent
yields.
In
addition,
C−S
bond
disulfides
method
presence
KI
also
successfully
realized.
It
exhibited
high
efficiency
broad
functional
group
tolerance.
Language: Английский