Angewandte Chemie,
Год журнала:
2023,
Номер
135(44)
Опубликована: Сен. 14, 2023
Abstract
Herein,
an
electrochemically
driven
NiH‐catalyzed
reductive
coupling
of
alkyl
halides
and
alkenes
for
the
construction
C
sp
3
−C
bonds
is
firstly
reported.
Notably,
serve
dual
function
as
substrates
hydrogen
sources
to
generate
NiH
species
under
electrochemical
conditions.
The
tunable
nature
this
reaction
realized
by
introducing
intramolecular
coordinating
group
substrate,
where
product
can
be
easily
adjusted
give
desired
branched
products.
method
proceeds
mild
conditions,
exhibits
a
broad
substrate
scope,
affords
moderate
excellent
yields
with
over
70
examples,
including
late‐stage
modification
natural
products
drug
derivatives.
Mechanistic
insights
offer
evidence
process.
‐carbon‐halogen
activated
through
single
electron
transfer
(SET)
nickel
catalyst
in
its
low
valence
state,
generated
cathodic
reduction,
generation
from
pivotal
transformation.
Angewandte Chemie International Edition,
Год журнала:
2023,
Номер
62(45)
Опубликована: Сен. 12, 2023
Despite
widespread
use
of
the
deuterium
isotope
effect,
selective
labeling
chemical
molecules
remains
a
major
challenge.
Herein,
facile
and
general
electrochemically
driven,
organic
mediator
enabled
deuteration
styrenes
with
oxide
(D2
O)
as
economical
source
was
reported.
Importantly,
this
transformation
could
be
suitable
for
various
electron
rich
mediated
by
triphenylphosphine
(TPP).
The
reaction
proceeded
under
mild
conditions
without
transition-metal
catalysts,
affording
desired
products
in
good
yields
excellent
D-incorporation
(D-inc,
up
to
>99
%).
Mechanistic
investigations
means
experiments
cyclic
voltammetry
tests
provided
sufficient
support
transformation.
Notably,
method
proved
powerful
tool
late-stage
biorelevant
compounds.
Angewandte Chemie International Edition,
Год журнала:
2023,
Номер
62(44)
Опубликована: Сен. 14, 2023
Herein,
an
electrochemically
driven
NiH-catalyzed
reductive
coupling
of
alkyl
halides
and
alkenes
for
the
construction
Csp3
-Csp3
bonds
is
firstly
reported.
Notably,
serve
dual
function
as
substrates
hydrogen
sources
to
generate
NiH
species
under
electrochemical
conditions.
The
tunable
nature
this
reaction
realized
by
introducing
intramolecular
coordinating
group
substrate,
where
product
can
be
easily
adjusted
give
desired
branched
products.
method
proceeds
mild
conditions,
exhibits
a
broad
substrate
scope,
affords
moderate
excellent
yields
with
over
70
examples,
including
late-stage
modification
natural
products
drug
derivatives.
Mechanistic
insights
offer
evidence
process.
sp3
-carbon-halogen
activated
through
single
electron
transfer
(SET)
nickel
catalyst
in
its
low
valence
state,
generated
cathodic
reduction,
generation
from
pivotal
transformation.
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.
Chemical Society Reviews,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
This
review
highlights
organo-mediators
that
enable
electrochemical
reactions
via
outer-sphere
electron
transfer
(ET),
offering
advantages
such
as
availability,
tunability,
and
simplified
post-processing
compared
to
direct
electrolysis.
Nature Communications,
Год журнала:
2023,
Номер
14(1)
Опубликована: Окт. 13, 2023
Herein,
a
metal-free
electrochemical
dihydroxylation
of
unactivated
alkenes
is
described.
The
transformation
proceeds
smoothly
under
mild
conditions
with
broad
range
alkenes,
providing
valuable
and
versatile
dihydroxylated
products
in
moderate
to
good
yields
without
the
addition
costly
transition
metals
stoichiometric
amounts
chemical
oxidants.
Moreover,
this
method
can
be
applied
natural
pharmaceutical
derivatives,
further
demonstrating
its
synthetic
utility.
Mechanistic
studies
have
revealed
that
iodohydrin
epoxide
intermediate
are
formed
during
reaction
process.
Chemistry - A European Journal,
Год журнала:
2023,
Номер
29(36)
Опубликована: Апрель 18, 2023
Herein,
a
nickela-electrocatalyzed
cross-electrophile
coupling
of
readily
available
aryl
aziridines
and
bromides
under
mild
sustainable
electrochemical
conditions
to
access
synthetic
useful
β-arylethylamines
is
developed.
This
protocol
characterized
by
its
exquisite
chemo-
regioselectivity,
broad
substrate
scope
good
functional
group
compatibility.
Mechanistic
studies
confirmed
that
the
regioselectivity
reactivity
observed
are
result
electro-induced
ring-opening
electroreductive
generate
benzyl
radical
intermediate
as
active
species.
Furthermore,
this
strategy
also
enables
cross-coupling
with
CO2
β-amino
acids
conditions.
eScience,
Год журнала:
2024,
Номер
4(5), С. 100255 - 100255
Опубликована: Март 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.
Green Chemistry,
Год журнала:
2023,
Номер
25(7), С. 2681 - 2689
Опубликована: Янв. 1, 2023
Herein,
a
straightforward
route
for
dual
α,β-C(sp
3
)–H
functionalized
cyclic
N
-aryl
amines
using
combination
of
electrocatalysis
and
iron
catalysis
is
disclosed,
setting
the
stage
challenging
multiple
site
selective
C–H
functionalization.
Angewandte Chemie International Edition,
Год журнала:
2022,
Номер
61(49)
Опубликована: Окт. 12, 2022
Herein,
we
report
an
electrochemical
oxidative
palladium-catalyzed
carbonylation-carbocyclization
of
enallenols
to
afford
γ-lactones
and
spirolactones,
which
proceeds
with
excellent
chemoselectivity.
Interestingly,
electrocatalysis
was
found
have
accelerating
effect
on
the
rate
tandem
process,
leading
a
more
efficient
reaction
than
that
under
chemical
redox
conditions.
