Chemistry - A European Journal,
Год журнала:
2021,
Номер
28(1)
Опубликована: Окт. 20, 2021
Nitriles
are
recurring
motifs
in
bioactive
molecules
and
versatile
functional
groups
synthetic
chemistry.
Despite
recent
progress,
direct
introduction
of
a
nitrile
moiety
heteroarenes
remains
challenging.
Recent
developments
electrochemical
reactions
pave
the
way
to
more
practical
cyanation
protocols.
However,
currently
available
methods
typically
require
hazardous
cyanide
sources,
expensive
mediators,
often
suffer
from
narrow
substrate
scope
laborious
reaction
set-up.
To
address
limitations
current
methods,
herein,
an
effective,
sustainable,
scalable
procedure
for
C(sp2
)-H
aromatic
N-heterocycles
with
user-friendly
flow-electrochemical
set-up
is
reported.
Furthermore,
high
functional-group
tolerance
demonstrated,
allowing
late-stage
functionalization
drug-like
scaffolds,
such
as
natural
products
pharmaceuticals.
Organic Letters,
Год журнала:
2024,
Номер
26(4), С. 883 - 888
Опубликована: Янв. 22, 2024
Herein,
we
present
a
transition-metal-free,
easy
handling
protocol
for
regioselective
carboxylation
of
gem-difluorostyrenes
with
sodium
formate
as
the
C1
source.
30
examples
α-fluoracrylates
were
obtained
in
yields
to
80%
under
these
conditions.
A
defluorinative
monofluorovinyl
intermediate
and
consecutive
photoinduced
electron
transfer
mechanism
proposed
after
investigation.
The Journal of Organic Chemistry,
Год журнала:
2022,
Номер
87(13), С. 8697 - 8708
Опубликована: Июнь 9, 2022
An
electrochemical
dearomatizing
spirocyclization
of
alkynes
with
dimethyl
2-benzylmalonates
for
the
preparation
spiro[4.5]deca-trienones
has
been
developed.
This
approach
adopts
ferrocene
(Cp2Fe)
as
an
electrocatalyst
to
produce
carbon-centered
radical
intermediates
from
C–H-based
malonates,
which
obviates
forthputting
noble-metal
reagents,
sacrificial
chemical
oxidants
and
2-bromomalonates.
A
wide
variety
spiro
compounds
are
efficiently
prepared
satisfactory
results
under
mild
conditions.
Green Chemistry,
Год журнала:
2024,
Номер
26(10), С. 5824 - 5831
Опубликована: Янв. 1, 2024
An
electrochemical
oxidation-induced
amination
of
simple
alkylarenes
with
sulfoximines
as
a
nitrogen
source
and
5,6-dimethyl-1
H
-benzo[
d
]imidazole
catalyst
was
developed.
Abstract
Nitriles
unveil
widespread
applications
in
pharmaceuticals,
agrochemicals,
textiles,
rubber,
polymers,
and
constitute
a
significant
intermediate
several
organic
transformations,
necessitating
the
design
of
simple
environmentally
benign
pathways
for
their
synthesis.
Over
recent
years,
electro‐organic
reactions
have
found
attention
developing
effective
selective
They
possess
advantages:
high
atom
economy,
selectivity,
minimal
waste
production,
shorter
routes
to
multistep
traditional
reactions.
The
development
novel
strategies
greener
sustainable
synthesis
nitriles
is
therefore
commendable.
This
review
focuses
on
analyzing
various
methods
used
electrochemical
using
phase
transfer
catalyst,
N‐oxoammonium
salts
mediated
electrocatalysis,
iodine‐mediated
anodic
oxidations
aldoximes.
In
addition,
trends
including
via
C−H
cyanation,
domino
oxidation,
bio
metal‐ligand
cooperative
been
discussed.
Organic Chemistry Frontiers,
Год журнала:
2022,
Номер
9(7), С. 1911 - 1916
Опубликована: Янв. 1, 2022
A
catalyst-free
and
oxidant-free
C–H
arylation
of
xanthenes
thioxanthenes
using
electrochemistry
has
been
developed,
which
affords
a
number
cross-coupling
products
in
moderate
to
good
yields.
Green Chemistry,
Год журнала:
2023,
Номер
25(10), С. 3982 - 3988
Опубликована: Янв. 1, 2023
The
electrochemical
intramolecular
cyclization
of
ketimines
via
N–H/N–H
dehydrogenation
coupling
has
been
established
for
the
construction
1
H
-indazole
scaffolds.
Organic Letters,
Год журнала:
2021,
Номер
23(21), С. 8585 - 8589
Опубликована: Окт. 26, 2021
An
electrochemical
approach
for
the
preparation
of
monofluorides
from
α,β-unsaturated
carboxylic
acids
and
heteroaromatics
with
readily
available
2-fluoromalonate
esters
as
monofluoroalkyl
radical
precursors
has
been
developed.
The
electrosynthesis
employs
ferrocene
(Cp2Fe)
a
catalyst
in
simple
undivided
cell
broad
substrate
scope,
which
obviates
need
sacrificial
oxidizing
reagents.
The Journal of Organic Chemistry,
Год журнала:
2021,
Номер
87(2), С. 1056 - 1064
Опубликована: Дек. 29, 2021
An
electrochemical
cross-dehydrogenative
coupling
of
indoles
with
xanthenes
has
been
established
at
room
temperature.
This
reaction
could
proceed
in
the
absence
any
catalyst
or
external
oxidant,
and
generate
indole
derivatives
moderate
yields.
Mechanistic
experiments
support
that
a
radical
pathway
maybe
involved
this
system.
Organic Letters,
Год журнала:
2022,
Номер
24(35), С. 6357 - 6363
Опубликована: Авг. 29, 2022
A
decarboxylative
cyanation
of
amino
acids
under
paired
electrochemical
reaction
conditions
has
been
developed.
4-CN-pyridine
was
found
to
be
a
new
and
effective
reagent
catalyst-free
conditions.
Mechanistic
studies
support
nucleophilic
pathway,
the
protocol
can
applied
diverse
substrates
including
N,N-dialkyl
aniline
indole
derivatives.
