We
have
realized
a
cathodic
deoxygenative
alkylation
between
nitro(hetero)arenes
and
organic
halides,
employing
bis(pinacolato)diboron
(B2pin2)
LiCl
as
additives
to
trap
stabilize
the
generated
alkyl
radicals
carbanions,
thereby
facilitating
efficient
N-O
cleavage
selective
C-N
bond
formation.
The
protocol
offers
an
economical
method
for
synthesis
of
multiple
aromatic(hetero)
amines,
without
need
reactive
reductants
exclusion
air
moisture.
Notably,
is
distinguished
by
scalability,
broad
functional
group
compatibility,
safe
mild
conditions,
demonstrating
practicality
in
late-stage
modification
various
bioactive
compounds.
Chemistry - A European Journal,
Год журнала:
2024,
Номер
unknown
Опубликована: Июль 16, 2024
The
advancement
in
electrochemical
techniques
has
unlocked
a
new
path
for
achieving
unprecedented
oxidations
and
reductions
of
aryl
radical
precursors
controlled
selective
manner.
This
approach
facilitates
the
construction
aromatic
carbon-carbon
carbon-heteroatom
bonds.
In
light
green
merits
growing
importance
this
technique
chemistry,
review
aims
to
provide
an
overview
recent
advance
generation
radicals
organized
by
precursor
type,
with
focus
on
substrate
scope,
limitation,
underlying
mechanism,
thereby
inspiring
future
work
generation.
Molecules,
Год журнала:
2023,
Номер
28(2), С. 857 - 857
Опубликована: Янв. 15, 2023
Organic
electrochemistry
has
attracted
tremendous
interest
within
the
novel
sustainable
methodologies
that
have
not
only
reduced
undesired
byproducts,
but
also
utilized
cleaner
and
renewable
energy
sources.
Particularly,
oxidative
gained
major
attention.
On
contrary,
reductive
electrolysis
remains
an
underexplored
research
direction.
In
this
context,
we
discuss
advances
in
transition-metal-free
cathodically
generated
radicals
for
selective
organic
transformations
since
2016.
We
highlight
electroreductive
reaction
of
alkyl
radicals,
aryl
acyl
silyl
fluorosulfonyl
trifluoromethoxyl
radicals.
Organic Letters,
Год журнала:
2023,
Номер
25(2), С. 432 - 437
Опубликована: Янв. 6, 2023
Environmentally
friendly
and
highly
efficient
synthesis
of
α-deuterated
amines
is
achieved
via
a
concise
electrochemical
process
using
D2O
as
deuterium
source
without
any
external
reductants
or
catalysts.
Various
imines
are
compatible,
affording
the
desired
products
in
high
yields
D-incorporation.
Gram-scale
flow-cell
electrochemistry
technology
used
to
synthesize
deuterated
pharmaceutical
their
intermediates.
Mechanistic
studies
reveal
plausible
process,
including
formation
carbanion
species
followed
by
atom
transfer.
Chemical Science,
Год журнала:
2024,
Номер
15(29), С. 11418 - 11427
Опубликована: Янв. 1, 2024
An
environmentally
friendly
electroreduction
approach
is
disclosed
for
site-specific
introduction
of
deuterium
via
anti-Markovnikov
selective
deuteroarylation
alkenes
and
aryl
iodides
with
bipyridine
as
a
mediator
D
2
O
‘D’
source.
Organic & Biomolecular Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
The
use
of
magnesium
and
methanol
in
the
reduction
various
functional
groups
has
been
well
established.
In
this
study,
we
present
a
reductive
deuteration
system
using
Mg/CH
ACS Catalysis,
Год журнала:
2025,
Номер
unknown, С. 1038 - 1045
Опубликована: Янв. 2, 2025
High
deuteration
yields
are
difficult
to
attain
with
conventional
chemical
synthesis
methods.
In
this
work,
we
demonstrate
that
deuterated
chemicals
can
be
produced
using
electrochemical
CO2
reduction
in
the
presence
of
D2O.
The
absence
H2O
enables
over
99%
for
products
such
as
ethanol-d6
and
formate-d.
With
a
D2O
solvent,
competing
D2
evolution
reaction
is
completely
suppressed
at
low
current
densities
while
being
kept
<10%
higher
300
mA/cm2.
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(17), С. 2929 - 2935
Опубликована: Июль 21, 2023
Abstract
We
have
developed
an
electrochemical
reaction
for
the
synthesis
of
3‐selenylchromones
and
deutero‐selenylated
chalcones
alkynyl
aryl
ketones.
This
method
is
free
from
metal
catalysts
oxidants,
regulated
by
solvents.
The
conditions
are
mild,
a
wide
range
substrates
can
be
employed
to
produce
selenylated
chromones
chalcones,
displaying
potential
anti‐inflammatory
activities.
Furthermore,
we
demonstrated
applicability
this
approach
late‐stage
deutero‐selenylation
drug
molecule,
metochalcone.
ACS Materials Letters,
Год журнала:
2023,
Номер
5(3), С. 783 - 797
Опубликована: Фев. 6, 2023
Hydrogen
(H2)
has
drawn
extensive
attention
due
to
its
superior
gravimetric
capacity
density
and
eco-friendly
nature.
Nowadays,
hydrogen
is
mainly
produced
by
the
steam
reforming
of
natural
gas,
a
process
that
leads
massive
emissions
greenhouse
gases.
Very
recently,
H2
evolution
upon
hydrolysis
diboranes
(e.g.,
B2(OH)4
B2pin2)
promising
because
both
H
atoms
released
are
obtained
from
water.
This
different
sodium
borohydride,
dimethylaminoborane,
ammonia
borane,
tetramethyldisiloxane,
where
an
generated
with
only
one
atom
H2O
other
storage
materials.
Importantly,
diborane
in
D2O
could
provide
easy
simple
method
for
D2
evolution.
In
this
minireview,
overview
extraordinary
emphasis
on
recent
developments
mechanism
study
applications
presented.
The
future
research
perspectives
have
been
suggested
commercialization
as
well.
