ChemSusChem,
Journal Year:
2020,
Volume and Issue:
13(4), P. 668 - 671
Published: Jan. 9, 2020
Abstract
Aqueous
glycerol
was
identified
as
a
renewable
reaction
medium
for
metalla‐electrocatalyzed
C−H
activation
powered
by
sustainable
energy
sources.
The
solvent
employed
cobalt‐catalyzed
C−H/N−H
functionalizations
under
mild
conditions.
cobalta‐electrocatalysis
manifold
occurred
with
high
levels
of
chemo‐
and
positional
selectivity
allowed
electrochemical
activations
broad
substrate
scope.
resource
economy
this
strategy
considerably
substantiated
the
direct
use
solar
wind
energy.
Advanced Science,
Journal Year:
2022,
Volume and Issue:
10(1)
Published: Nov. 18, 2022
Electro-organic
synthesis
has
attracted
a
lot
of
attention
in
pharmaceutical
science,
medicinal
chemistry,
and
future
industrial
applications
energy
storage
conversion.
To
date,
there
not
been
detailed
review
on
electro-organic
with
the
strategy
heterogeneous
catalysis.
In
this
review,
most
recent
advances
synthesizing
value-added
chemicals
by
catalysis
are
summarized.
An
overview
electrocatalytic
oxidation
reduction
processes
as
well
paired
electrocatalysis
is
provided,
anodic
alcohols
(monohydric
polyhydric),
aldehydes,
amines
discussed.
This
also
provides
in-depth
insight
into
cathodic
carboxylates,
carbon
dioxide,
CC,
C≡C,
reductive
coupling
reactions.
Moreover,
electro-synthesis
methods,
including
parallel
paired,
sequential
divergent
convergent
electrolysis,
Additionally,
strategies
developed
to
achieve
high
electrosynthesis
efficiency
associated
challenges
addressed.
It
believed
that
promising
direction
organic
electrochemistry,
offering
numerous
opportunities
develop
new
reaction
methods.
Nature Communications,
Journal Year:
2021,
Volume and Issue:
12(1)
Published: Feb. 10, 2021
α-Pyridones
and
α-pyrones
are
ubiquitous
structural
motifs
found
in
natural
products
biologically
active
small
molecules.
Here,
we
report
an
Rh-catalyzed
electrochemical
vinylic
C-H
annulation
of
acrylamides
with
alkynes,
affording
cyclic
good
to
excellent
yield.
Divergent
syntheses
α-pyridones
imidates
accomplished
by
employing
N-phenyl
N-tosyl
as
substrates,
respectively.
Additionally,
regioselectivities
achieved
when
using
unsymmetrical
alkynes.
This
process
is
environmentally
benign
compared
traditional
transition
metal-catalyzed
annulations
because
it
avoids
the
use
stoichiometric
metal
oxidants.
DFT
calculations
elucidated
reaction
mechanism
origins
substituent-controlled
chemoselectivity.
The
sequential
activation
alkyne
insertion
under
rhodium
catalysis
leads
seven-membered
ring
vinyl-rhodium
intermediate.
intermediate
undergoes
either
classic
neutral
concerted
reductive
elimination
produce
α-pyridones,
or
ionic
stepwise
pathway
imidates.
Green Chemistry,
Journal Year:
2023,
Volume and Issue:
25(9), P. 3606 - 3614
Published: Jan. 1, 2023
We
describe
a
cobalta-electro-catalyzed
enantioselective
C–H
annulation
of
arylphosphinamides
with
alkynes
for
P-stereogenic
compounds
via
desymmetrization
and
kinetic
resolution
processes.
ACS Catalysis,
Journal Year:
2023,
Volume and Issue:
14(1), P. 1 - 9
Published: Dec. 7, 2023
Herein,
we
disclosed
an
efficient
synthesis
of
C–N
axially
chiral
pyridine-N-oxides
through
cobalt-catalyzed
enantioselective
C–H
activation
and
annulation
under
electro-oxidative
conditions.
This
protocol
is
accomplished
by
using
a
readily
available
cobalt(II)
catalyst
salicyloxazoline
(Salox)
ligand
in
undivided
cell.
The
combination
electrochemical
simple
Co/Salox
system
enabled
effective
control
over
the
chemo-
enantioselectivity
process.
A
broad
range
benzamides
alkynes
bearing
diverse
functional
groups
are
well
compatible
to
deliver
products
with
high
yields
enantioselectivities
(up
97%
yield
99%
ee).
scalability,
asymmetric
application,
transformations
demonstrated
synthetic
practicality.
Moreover,
photoluminescence
properties
further
highlight
potential
applications
this
strategy
material
development
performance
enhancement.
ACS Catalysis,
Journal Year:
2020,
Volume and Issue:
10(11), P. 6457 - 6462
Published: May 12, 2020
Versatile
and
robust
cobalt
catalysis
enabled
the
electrochemical
C–H
allylation
with
nonactivated
alkenes.
In
contrast
to
precious
palladium,
rhodium,
iridium,
ruthenium
catalysts
that
are
limited
electronically
activated
styrenes
acrylates,
we
herein
disclose
cobalt-catalyzed
electro-oxidative
allylations
Thus,
allylated
benzamides
were
obtained
high
levels
of
chemoselectivity,
positional
selectivity,
regioselectivity
in
biomass-derived
solvent
γ-valerolactone.
Detailed
mechanistic
studies
provided
strong
support
for
a
base-assisted
internal
electrophilic-type
substitution
mechanism
key
activation
step.
The
cobaltaelectro-catalysis
overall
achieved
resource-economy
by
avoiding
use
stoichiometric
chemical
oxidants,
H2
as
only
byproduct.
Chemical Communications,
Journal Year:
2019,
Volume and Issue:
56(9), P. 1393 - 1396
Published: Dec. 23, 2019
An
efficient
C-H/N-H
functionalization
with
allenes
was
enabled
via
versatile
electro-oxidative
cobalt
catalysis.
Thus,
electrochemical
C-H
activations
were
accomplished
high
levels
of
chemoselectivity
and
regioselectivity
in
an
operationally
simple
undivided
cell
setup.
The
user-friendly
nature
this
protocol
highlighted
by
excellent
functional
group
tolerance,
electro-reductive
removable
hydrazide
directing
easy
scalability.
Experimental
mechanistic
studies
indicative
a
facile
BIES
cobaltation
event.
Organic Letters,
Journal Year:
2020,
Volume and Issue:
22(6), P. 2141 - 2146
Published: March 6, 2020
A
highly
selective
and
convenient
Ru(II)-catalyzed
C–H
bond
activation
protocol
has
been
demonstrated
to
access
4-alkynylated
isoquinolines,
which
was
so
far
elusive
from
1,3-diynes.
Subsequently,
the
same
extended
furnish
various
4-4′-biisoquinoline
motifs.
The
key
feature
of
this
work
is
regioselective
disparity
observed
during
migratory
insertion
an
organoruthenium
metallacycle
with
C3–C4
triple
1,3-diynes
resulting
in
divergent
products
as
compared
existing
literature.
Advanced Synthesis & Catalysis,
Journal Year:
2020,
Volume and Issue:
362(18), P. 3709 - 3726
Published: Aug. 13, 2020
Abstract
Electrosynthesis
is
recognized
as
one
of
the
most
powerful
and
sustainable
methods
in
organic
chemistry.
Recently,
electrochemically
enabled
annulations
carbon‐carbon
triple
bonds
have
been
successfully
achieved,
broadened
prospects
for
application
emerging
method
with
cyclization
alkynes.
Thus,
herein
we
outline
recent
progress
made
on
In
addition,
an
emphasis
scope,
limitations
mechanisms
these
reactions
this
review.
magnified
image