The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 9, 2025
An
unprecedented
approach
involving
radical-mediated
sulfonylation/dearomative
ipso-annulation
of
N-(methyl-2-phenylacetate)propiolamides
using
arylsulfonyl
radical,
generated
from
aryl
diazonium
salt
in
the
presence
DABSO,
is
developed.
This
strategy
provides
uniquely
substituted
3-sulfonyl
azaspiro[4.5]decatrienones
good
yields.
The
developed
has
also
been
extended
fruitfully
to
3-thiocyano
aza-spirocycles
through
domino
thiocyanation/dearomative
ipso-annulation.
Journal of the American Chemical Society,
Год журнала:
2024,
Номер
146(4), С. 2583 - 2592
Опубликована: Янв. 17, 2024
Catalytic
electron
donor–acceptor
(EDA)
complexes
have
recently
emerged
as
a
powerful
and
sustainable
alternative
to
iridium-
ruthenium-based
photoredox
synthetic
methods.
Yet,
these
remain
underexplored
reliant
on
the
use
of
meticulously
designed
acceptors
that
require
previous
installation.
Herein,
we
report
novel
EDA
complex
employing
tris(4-methoxyphenyl)
amine
catalytic
donor
for
sulfonylation
alkenes
using
inexpensive
readily
available
sulfonyl
chlorides.
Applying
this
operationally
simple,
visible-light-mediated
general
platform,
both
redox-neutral
net-reductive
functionalization
more
than
60
substrates,
encompassing
vinylic
or
allylic
sulfonylation,
hydrosulfonylation,
sulfamoylation
activated
unactivated
alkynes.
ChemSusChem,
Год журнала:
2021,
Номер
14(22), С. 4878 - 4902
Опубликована: Сен. 3, 2021
Sulfones
play
a
pivotal
role
in
modern
organic
chemistry.
They
are
highly
versatile
building
blocks
and
find
various
applications
as
drugs,
agrochemicals,
or
functional
materials.
Therefore,
sustainable
access
to
this
class
of
molecules
is
great
interest.
Herein,
the
goal
was
provide
summary
on
recent
developments
field
sulfone
synthesis.
Advances
existing
limitations
traditional
approaches
towards
sulfones
were
reviewed
selected
examples.
Furthermore,
novel
emerging
technologies
for
more
synthesis
future
directions
discussed.
Angewandte Chemie International Edition,
Год журнала:
2022,
Номер
62(3)
Опубликована: Окт. 13, 2022
Sulfonylated
aromatics
are
commonplace
motifs
in
drugs
and
agrochemicals.
However,
methods
for
the
direct
synthesis
of
sulfonylated
non-classical
arene
bioisosteres,
which
could
improve
physicochemical
properties
drug
agrochemical
candidates,
limited.
Here
we
report
a
solution
to
this
challenge:
one-pot
halosulfonylation
[1.1.1]propellane,
[3.1.1]propellane
bicyclo[1.1.0]butanes
that
proceeds
under
practical,
scalable
mild
conditions.
The
sulfonyl
halides
used
chemistry
feature
aryl,
heteroaryl
alkyl
substituents,
conveniently
generated
situ
from
readily
available
sulfinate
salts
halogen
atom
sources.
This
methodology
enables
an
array
pharmaceutically
agrochemically
relevant
halogen/sulfonyl-substituted
bioisosteres
cyclobutanes,
on
up
multidecagram
scale.
ACS Nano,
Год журнала:
2023,
Номер
17(11), С. 9793 - 9825
Опубликована: Май 30, 2023
Discovery
of
the
amazing
and
vital
therapeutic
roles
electrical
stimulation
(ES)
on
skin
has
sparked
tremendous
efforts
to
investigate
ES
suppliers.
Among
them,
triboelectric
nanogenerators
(TENGs),
as
a
self-sustainable
bioelectronic
system,
can
generate
self-powered
biocompatible
for
achieving
superior
effects
applications.
Here,
brief
review
application
TENGs-based
is
presented,
with
specific
discussions
fundamentals
its
feasibility
be
applied
adjusting
physiological
pathological
processes
skin.
Then,
comprehensive
in-depth
depiction
emerging
representative
applications
categorized
reviewed,
particular
descriptions
about
antibacterial
therapy,
promoting
wound
healing,
facilitating
transdermal
drug
delivery.
Finally,
challenges
perspectives
further
advancing
toward
more
powerful
versatile
strategy
are
discussed,
particularly
regarding
opportunities
in
fundamental
multidisciplinary
research
biomedical
Abstract
Incorporation
of
sulfur
dioxide
into
organic
compounds
is
achieved
by
a
photocatalytic
approach
using
sensitizers
made
from
earth‐abundant
chromium(III)
ions
and
visible
light
leading
to
sulfones
sulfonamides.
We
employed
three
different
[Cr(ddpd)
2
]
3+
,
[Cr(bpmp)
[Cr(tpe)
with
long
excited
state
lifetimes
ground
redox
potentials
as
well
varying
stability
under
the
reaction
conditions
(ddpd=
N
N’
‐dimethyl‐
’‐dipyridin‐2‐yl‐pyridine‐2,6‐diamine;
bpmp=2,6‐bis(2‐pyridylmethyl)pyridine;
tpe=1,1,1‐tris(pyrid‐2‐yl)ethane).
Key
steps
catalytic
cycles
are
identified
electrochemical,
luminescence
quenching,
photolysis,
laser
flash
photolysis
experiments
delivering
detailed
picture
challenges
in
these
transformations.
The
reactivity
reduced
chromium
complex
was
key
property
explain
outcomes.
Initial
cage
escape
yield
determinations
revealed
that
desired
photoreactions
occur
unusually
high
quantum
efficiencies,
whereas
side
reactions
almost
unproductive.
RSC Advances,
Год журнала:
2024,
Номер
14(9), С. 5817 - 5845
Опубликована: Янв. 1, 2024
A
variety
of
bioactive
compounds
can
be
synthesized
via
C–C
and
C–X
(X
=
O/S/N/Se/Cl/Br)
bond
formation
using
an
efficient
catalytic
system
I
2
/DMSO.
This
review
highlights
the
progress
identifies
potential
paths
for
future
research
in
this
field.
Applied Catalysis A General,
Год журнала:
2023,
Номер
652, С. 119038 - 119038
Опубликована: Янв. 13, 2023
Chemoselective
oxidation
of
sulfides
to
sulfones
under
mild
conditions
is
relevant
for
industry,
but
challenging
owing
the
need
establish
catalysis
mechanisms
and
optimize
several
experimental
parameters.Herein,
we
report
synthesis
MWO
4
(M
=
Cd,
Co,
Cu,
Mn,
Ni,
Zn)
α-Ag
2
WO
semiconductors
as
efficient
selective
catalysts
this
transformation
in
darkness.This
catalytic
process
tolerant
a
broad
range
functionalized
substituted
even
presence
oxidative-sensitive
functional
groups.α-Ag
NiWO
were
most
with
good
selectivity,
stability,
yield
very
conditions.This
study
presents
distinctive
reaction
mechanism
process,
which
it
different
from
that
commonly
considered,
electron-hole
pairs
are
created
when
UV
light
shone.These
findings
open
pathway
processes
on
complete
darkness,
overcoming
limitation
light,
wide
applications.
Journal of the American Chemical Society,
Год журнала:
2024,
Номер
146(6), С. 3955 - 3962
Опубликована: Янв. 31, 2024
The
local
environment
of
a
metal
active
site
plays
an
important
role
in
affecting
the
catalytic
activity
and
selectivity.
In
recent
studies,
tailoring
behavior
molybdenum-based
via
modulation
first
coordination
sphere
has
led
to
improved
thioanisole
oxidation
performance,
but
disentangling
electronic
effects
from
steric
influences
that
arise
these
modifications
is
nontrivial,
especially
heterogeneous
systems.
To
this
end,
tunability
metal–organic
frameworks
(MOFs)
makes
them
promising
scaffolds
for
controlling
heterogeneous,
catalytically
while
offering
additional
attractive
features
such
as
crystallinity
high
porosity.
Herein,
we
report
variety
MOF-supported
Mo
species,
which
were
investigated
methyl
phenyl
sulfoxide
and/or
sulfone
using
tert-butyl
hydroperoxide
(tBHP)
oxidant.
particular,
MOFs
contrasting
node
architectures
targeted,
presenting
unique
opportunity
investigate
stereoelectronic
control
sites
systematic
manner.
A
Zr6-based
MOF,
NU-1000,
was
employed
along
with
its
sulfated
analogue
NU-1000-SO4
anchor
dioxomolybdenum
enabled
examination
support-mediated
polarizability
on
performance.
addition,
MOF
containing
mixed
node,
Mo-MFU-4l,
used
probe
impact
N-donor
ligand
transmetalated
center.
Characterization
techniques,
including
single
crystal
X-ray
diffraction,
concomitantly
reaction
time
course
profiles
better
comprehend
dynamics
different
sites,
thus
correlating
structural
change
activity.
Organic Letters,
Год журнала:
2022,
Номер
24(22), С. 3944 - 3949
Опубликована: Май 26, 2022
Sulfonamides
exhibit
the
advantages
of
wide
prevalence,
excellent
prefunctionalization
capability,
and
broad
functional
group
compatibility.
We
report
here
utilizing
sulfonyl
imines
as
radical
precursors
for
hydrosulfonylation
activated
alkenes
via
visible-light
irradiation.
By
preinstallation
groups
into
sulfonamides
subsequent
hydrosulfonylation,
a
variety
complex
sulfones
were
synthesized
with
good
efficiency
under
Ir/Cu
dual
photoredox
catalysis.
Additionally,
this
protocol
expands
research
in
late-stage
N–S
bond
modification
sulfonamides.
