Chemistry - A European Journal,
Год журнала:
2024,
Номер
30(21)
Опубликована: Фев. 9, 2024
Abstract
A
novel
electrochemical
approach
to
access
alkyl
alkenesulfonates
via
a
multicomponent
reaction
was
developed.
The
metal‐free
method
features
easy‐to‐use
SO
2
stock
solution
forming
monoalkylsulfites
from
alcohols
with
an
auxiliary
base
in‐situ.
These
intermediates
serve
dual
role
as
starting
materials
and
supporting
electrolyte
enabling
conductivity.
Anodic
oxidation
of
the
substrate
styrene,
radical
addition
these
consecutive
second
deprotonation
preserve
double
bond
form
β‐styrenesulfonates
in
highly
regio‐
stereoselective
fashion.
feasibility
this
electrosynthetic
is
demonstrated
44
examples
yields
up
81
%,
employing
various
styrenes
related
substrates
well
diverse
set
alcohols.
gram‐scale
experiment
underlines
applicability
process,
which
uses
inexpensive
readily
available
electrode
materials.
ACS Catalysis,
Год журнала:
2025,
Номер
15(3), С. 2139 - 2149
Опубликована: Янв. 22, 2025
(Hetero)arylethylamines
are
privileged
substructures
in
pharmaceuticals,
agrochemicals,
and
other
bioactive
compounds.
In
principle,
the
amino–(hetero)arylation
of
olefins
represents
an
ideal
strategy
for
rapid
preparation
these
pharmacophores,
which
could
accelerate
discovery
valuable
new
products.
Established
methods,
however,
do
not
accommodate
several
important
classes
(hetero)aromatic
structures,
precludes
access
to
appreciable
range
molecular
architectures.
To
address
limitations,
we
have
developed
a
radical-mediated
reaction
that
adds
amino
(hetero)aryl
groups
from
simple
stable
sulfonamide
across
alkene.
The
identification
readily
available
triazine
as
original
N-protecting
group
was
critical
development
this
transformation.
features
good
regio-
stereoselectivity
succeeds
with
medicinally
unproductive
alternate
protocols.
Lastly,
highlighted
advances
by
synthesizing
TMP269,
class
IIa
histone
deacetylase
inhibitor
would
otherwise
be
challenging
prepare
olefin
amino–arylation.
An
electrochemical
one-pot
synthesis
of
enaminyl
sulfonate
esters
was
established,
featuring
a
quasidivided
cell
under
constant
current
conditions.
The
multicomponent
reaction
utilizes
simple
and
readily
available
alkylamines
an
easy-to-use
stock
solution
SO2
alcohols.
Omission
additional
supporting
electrolyte
through
in-situ-generated
monoalkylsulfite
facilitates
the
downstream
processing.
A
diverse
scope
with
more
than
28
examples
yields
up
to
85%
as
well
20-fold
scale-up
prove
feasibility
this
novel
protocol.
Molecules,
Год журнала:
2025,
Номер
30(5), С. 1050 - 1050
Опубликована: Фев. 25, 2025
This
study
investigates
the
electrochemical
oxidation
mechanisms
of
chlorpromazine
(CPZ),
revealing
a
novel
three-electron
pathway
that
challenges
traditionally
accepted
two-electron
paradigm,
offering
new
insights
into
CPZ
pathways.
Using
an
integrated
approach
combining
cyclic
voltammetry,
bulk
electrolysis,
UV-Vis,
FT-IR,
1H-NMR
spectroscopy,
and
LC-MS/MS
analysis,
we
demonstrate
undergoes
sequential
processes
involving
both
phenothiazine
core
tertiary
amine-containing
side
chain.
Our
results
highlight
critical
role
side-chain
in
forming
nor-CPZ
sulfoxide,
often-overlooked
metabolite,
which
may
influence
CPZ's
metabolic
pharmacological
behaviour.
Spectroelectrochemical
data
reveal
stable
intermediate
species,
providing
insight
structural
rearrangements
accompanying
oxidation.
work
offers
detailed
mechanistic
understanding
redox
behaviour,
contributing
to
improved
interpretations
its
properties.
Abstract
Heterocyclic
scaffolds
with
nitrogen
atoms
play
a
crucial
role
in
biology
and
material
science.
1,2,3‐Triazole
containing
push‐pull
chromophores
were
tethered
to
aryl
acetamides
studied
for
photoelectrochemical
properties.
The
desired
compounds
synthesized
via
nucleophilic
substitution
of
2‐chloro‐
N
‐aryl
azide
followed
by
1,3‐dipolar
cycloaddition
reaction
malononitrile
the
presence
base
under
eco‐friendly,
one‐pot
condition
which
avoids
isolation
hazardous
intermediate.
tolerates
wide
range
electron‐donating
electron‐withdrawing
functional
groups
on
ring
good
yields,
short
time
ease
operation.
oxidation
potential
photocurrent
measurements
indicated
that
substituents
afforded
better
results
lower
higher
photocurrent.
ACS Applied Materials & Interfaces,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 3, 2025
Nickel
boride
(Ni2B)
is
known
to
be
an
excellent
catalyst
for
hydrogenation
of
olefin
structures
under
mild
reaction
conditions.
Its
susceptibility
oxidation
in
air
environments,
however,
limits
its
practical
applications.
Here,
a
hydrazine-passivated
nickel
boride/nickel
(NiBx/Ni)
heterostructured
developed
address
the
problem
while
improving
conversion
efficiency
styrene
ethylbenzene
real
polystyrene
(PS)
pyrolysis
oil.
The
calculated
turnover
frequency
24.9
mmol/h·g,
with
99.9%
selectivity,
representing
38.3%
improvement
compared
control
Ni2B
(18.0
mmol/h·g).
This
outstanding
performance
attributed
increased
charge
density
on
both
Ni
and
B,
induced
by
strong
hydrazine
reductant,
which
surpasses
other
amine-structured
ligands,
such
as
ethanolamine
ethylamine.
Additionally,
enhanced
magnetic
properties
NiBx/Ni,
resulting
from
Ni(111)
nanocrystalline
structure
along
easy
axis
magnetization,
enable
facile
recovery
after
neodymium
magnet.
demonstrated
stability,
retaining
catalytic
efficacy
over
five
consecutive
cycles
only
4%
loss
activity.
study
highlights
potential
NiBx/Ni
low-cost
efficient
industrial
