The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 9, 2024
An
unprecedented,
transition
metal-free
S-alkylation
of
disulfides
with
alkyl
halides
is
developed
for
the
first
time,
providing
an
efficient
and
green
synthesis
thioethers
even
thioesters.
Notably,
this
new
method
allows
full
utilization
both
sulfur
atoms
under
chemical
reductant-free
conditions
can
be
easily
scaled
up
in
gram
scale,
showing
good
practical
value.
Control
experiments
suggested
that
water,
unprecedentedly,
serves
as
terminal
reductant
whole
reaction.
Moreover,
controllable
N-alkyl
thiopyridones
readily
obtained
at
a
much
lower
reaction
temperature
from
same
starting
materials,
suggesting
kinetic
control
N-alkylation
vs
thermodynamic
process
may
involved
Interestingly,
halo
anion-mediated
group
migration
to
S-alkyl
pyridyl
was
observed,
undergo
novel
mechanism.
Chemical Communications,
Год журнала:
2024,
Номер
60(24), С. 3226 - 3239
Опубликована: Янв. 1, 2024
This
feature
article
presents
an
overview
of
continuous
flow
chemistry,
including
photoflow
and
electroflow
technologies
in
the
preparation
active
pharmaceutical
ingredients
(APIs)
fine
chemical
intermediates.
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 22, 2025
The
combination
of
sulfoxides
with
MOMCl
has
been
found
for
the
first
time
to
mediate
electrophilic
cyclization
and
install
a
variety
sulfenyl
groups
onto
isocoumarin
skeletons
via
regioselective
cleavage
reconfiguration
C-S
bonds.
Notably,
MOMCl,
mild
readily
available
alkyl
chloride,
was
indispensable
played
significant
role
as
an
activator
under
neutral
conditions
in
this
transformation,
thus
expanding
scope
acid-labile
substrates.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(23), С. 16122 - 16131
Опубликована: Ноя. 14, 2023
We
have
developed
the
synthesis
of
α-substituted
ketone
compounds
with
enol
acetates
in
an
electrochemical
way.
By
using
cheap
NH4SCN
and
MeOH
as
radical
sources,
a
series
valuable
α-thiocyanates/methoxy
ketones
were
synthesized
under
mild
electrolysis
conditions
acceptable
yields
diverse
functional
group
compatibility.
Additionally,
scale-up
experiment
synthetic
transformations
reveal
potential
applications
organic
synthesis.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(19), С. 13749 - 13759
Опубликована: Сен. 20, 2023
As
important
substrates
for
the
construction
of
heterocycles,
a
simple
and
efficient
approach
synthesis
1,4-diones
is
highly
desirable.
In
this
work,
novel
electrochemical
radical
reactions
enol
acetates
1,3-diketones
have
been
developed
to
successfully
achieve
1,4-diketones
under
catalyst-free
oxidant-free
conditions.
The
wide
range
substrates,
good
group
tolerance,
operation
process
make
practical
value.
Moreover,
obtained
can
be
easily
further
transformed
pyrrole
furan
derivatives.
Organic Letters,
Год журнала:
2022,
Номер
24(38), С. 6885 - 6890
Опубликована: Сен. 21, 2022
A
visible-light
organophotoredox-catalyzed
sulfurization
of
alkenes
and
alkynes
with
aromatic
heteroaromatic
thiols
using
eco-friendly
air
(O2)
as
the
sole
oxidant
has
been
demonstrated.
The
established
method
delivers
a
novel,
benign,
metal-free
strategy
for
difunctionalization
organophotoredox
catalyst
Eosin
Y.
selective
controlled
synthetic
approach
shows
good
substrate
generality
to
afford
sulfoxides,
β-hydroxysulfoxides,
β-keto
sulfides
in
high
yield
excellent
regioselectivity.
Abstract
β‐Ketosulfones
were
synthesized
from
enol
acetates
and
sodium
sulfinates
under
electrochemical
conditions.
The
starting
can
act
both
as
the
supporting
electrolyte
source
of
S‐centered
radicals,
allowing
electrolysis
to
proceed
without
external
salt.
Side
reactions
acetates’
oxidation
are
not
observed,
developed
process
is
quite
selective.
proposed
sulfonylation
compatible
with
a
wide
range
initial
sulfinates.
On
basis
literature
data,
control
experiments,
CV
studies,
presumable
reaction
pathway
suggested.
key
intermediates
sulfonyl
radical,
C‐centered
benzylic
β‐acetoxy‐β‐hydroxysulfone.
Beilstein Journal of Organic Chemistry,
Год журнала:
2022,
Номер
18, С. 1026 - 1031
Опубликована: Авг. 12, 2022
α-Azidoketones
are
valuable
and
versatile
building
blocks
in
the
synthesis
of
various
bioactive
small
molecules.
Herein,
we
describe
an
environmentally
friendly
efficient
electrochemical
vicinal
oxyazidation
protocol
α-arylvinyl
acetates
to
afford
diverse
α-azidoketones
good
yields
without
use
a
stoichiometric
amount
chemical
oxidant.
A
range
functionality
is
shown
be
compatible
with
this
transformation,
further
applications
demonstrated.
Pharmaceutical Fronts,
Год журнала:
2024,
Номер
06(01), С. e9 - e19
Опубликована: Март 1, 2024
Abstract
The
organosulfur
frameworks
containing
C–S
bonds
are
important
structural
motifs
in
various
biologically
active
molecules
and
functional
materials.
In
this
regard,
transition-metal
catalysis
using
chemical
oxidants
to
prime
reactions
has
emerged
as
the
most
common
method,
however,
is
prone
several
side
such
dimerization
overoxidation.
recent
years,
organic
electrosynthesis
become
a
hot
topic
due
its
eco-friendly
mild
process
which
costly
catalysts
toxic
could
be
replaced
by
electrons.
This
perspective
summarized
recently
developed
bond
protocols,
discussing
highlighting
reaction
features,
substrate
scope,
well
application
pharmaceuticals,
underlying
mechanisms.
study
helps
development
of
electrochemical
process-enabled
construction
future.
