The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(12), С. 8721 - 8733
Опубликована: Июнь 4, 2024
A
novel
strategy
for
the
difunctionalization
of
electron-deficient
alkenes
with
aryl
sulfonium
salts
to
access
remote
sulfur-containing
oxindole
derivatives
by
using
in
situ-formed
copper(I)-based
complexes
as
a
photoredox
catalyst
is
presented.
This
method
enables
generation
C(sp3)-centered
radicals
through
site
selective
cleavage
C–S
bond
under
mild
conditions.
Moreover,
oxidation
reactions
desired
products
provide
new
preparation
sulfoxide
or
sulfone-containing
compounds.
Importantly,
this
approach
can
be
easily
applied
late-stage
modification
pharmaceuticals
molecules.
Chemistry - A European Journal,
Год журнала:
2024,
Номер
30(62)
Опубликована: Авг. 10, 2024
The
difunctionalization
of
alkenes
represents
a
powerful
tool
to
incorporate
two
functional
groups
into
the
alkene
bones
for
increasing
molecular
complexity
and
has
been
widely
utilizations
in
chemical
synthesis.
Upon
catalysis
green,
sustainable,
mild
photo-/electrochemistry
technologies,
much
attentions
have
attracted
development
new
tactics
transformations
important
alkane
feedstocks
driven
by
C-H
radical
functionalization.
Herein,
we
summarize
recent
advances
photo-/electrocatalytic
enabled
We
detailedly
discuss
substrate
scope
mechanisms
reactions
selecting
impressive
synthetic
examples,
which
are
divided
four
sections
based
on
final
terminated
step,
including
oxidative
radical-polar
crossover
coupling,
reductive
radical-radical
transition-metal-catalyzed
coupling.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(8), С. 5409 - 5422
Опубликована: Апрель 2, 2024
An
oxidant-assisted
tandem
sulfonylation/cyclization
of
electron-deficient
alkenes
with
4-alkyl-substituted
Hantzsch
esters
and
Na2S2O5
for
the
preparation
3-alkylsulfonylated
oxindoles
under
mild
conditions
in
absence
a
photocatalyst
transition
metal
catalyst
is
established.
The
mechanism
studies
show
that
alkyl
radicals,
which
come
from
cleavage
C–C
bond
4-substituted
oxidant
conditions,
subsequently
undergo
situ
insertion
sulfur
dioxide
to
generate
crucial
alkylsulfonyl
radical
intermediates.
This
three-component
reaction
provides
an
efficient
facile
route
construction
alkylsulfonylated
avoids
use
highly
toxic
chlorides
or
hydrazines
as
sources.
Abstract
This
comprehensive
and
quantitative
research
offers
a
thorough
analysis
of
how
metal
oxides
nanocomposites
are
used
in
the
photocatalytic
treatment
organic
dyes.
It
explores
challenges
opportunities
employing
conversion
technologies,
discussing
optimal
conditions
for
efficient
degradation.
The
mechanisms
degradation
elucidated,
highlighting
steps
involved
transforming
dyes
into
harmless
by-products.
Additionally,
article
examines
factors
that
enhance
overall
efficiency
compares
its
cost-effectiveness
to
other
methods.
Various
photocatalysts,
with
focus
on
nanocomposites,
analyzed
terms
their
advantages
limitations
degrading
serves
as
valuable
resource
researchers
practitioners
seeking
sustainable
economical
wastewater
solutions
through
eco-friendly
approaches.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(12), С. 8721 - 8733
Опубликована: Июнь 4, 2024
A
novel
strategy
for
the
difunctionalization
of
electron-deficient
alkenes
with
aryl
sulfonium
salts
to
access
remote
sulfur-containing
oxindole
derivatives
by
using
in
situ-formed
copper(I)-based
complexes
as
a
photoredox
catalyst
is
presented.
This
method
enables
generation
C(sp3)-centered
radicals
through
site
selective
cleavage
C–S
bond
under
mild
conditions.
Moreover,
oxidation
reactions
desired
products
provide
new
preparation
sulfoxide
or
sulfone-containing
compounds.
Importantly,
this
approach
can
be
easily
applied
late-stage
modification
pharmaceuticals
molecules.
