A
visible
light-driven,
intermolecular
interrupted
Barton
reaction
has
been
developed
for
radical-relay
sulfonyloximation
of
alkenes
with
alkyl
nitrites,
using
DABSO
as
a
trapping
reagent.
This
method
overcomes
the
challenges
competing
normal
reactions
and
polarity
mismatches
by
rapidly
irreversibly
capturing
radicals,
preventing
unwanted
side
reactions.
The
resulting
polarity-reversed
sulfonyl
radicals
undergo
highly
selective
addition
to
alkenes,
yielding
α-alkylsulfonyl
ketoximes
tethered
hydroxyl
or
ketone
groups.
Conducted
under
mild
light
conditions,
this
approach
eliminates
need
harsh
mercury
lamps,
offering
scalable,
chemoselective
synthesizing
valuable
sulfonylated
oxime
derivatives.
Nature Communications,
Год журнала:
2025,
Номер
16(1)
Опубликована: Янв. 24, 2025
C–C
bond
cleavage
and
recombination
provide
an
efficient
strategy
for
the
modification
reconstruction
of
molecule
structures.
Herein,
we
present
a
method
achieving
amidation
aryl
C(sp2)–H
through
triple
with
involvement
nitrous
acid
esters.
This
marks
instance
precise
controlled
stepwise
bond,
offering
fresh
perspective
such
bonds.
Nitrous
ester
serves
as
both
radical
source
hydrogen
atom
transfer
(HAT)
reagent
to
functionalize
utilize
two
carbon
atoms
bond.
The
alkoxy
captures
from
or
N-hydroxyl
induce
1,3-oxygen
migration,
which
is
crucial
subsequent
molecular
authors
report
achieve
bonds
by
participation
Chemical Science,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
Nitriles
stabilize
neutral
diarylboryl
radicals,
generating
the
RCN-BAr
2
complex,
an
efficient
boron-nitrogen
synthon
that
reacts
with
imines
and
olefins
for
photocatalytic
synthesis
of
boron–nitrogen
heterocycles,
such
as
1,4,2-diazaboroles.
In
this
study,
we
have
devised
a
strategy
that
employs
oxime
carbamate
as
bifunctional
diamination
reagent
in
combination
with
SO2
to
realize
imino-sulfamoylation
of
alkenes.
This
protocol
is
characterized
by
its
mild
conditions,
operational
simplicity,
and
metal-free
nature,
while
demonstrating
broad
functional
group
tolerance
for
Furthermore,
the
application
method
provides
an
accessible
route
diverse
range
β-amino
sulfonamide
derivatives.
Chemical Communications,
Год журнала:
2024,
Номер
60(65), С. 8589 - 8592
Опубликована: Янв. 1, 2024
A
novel
and
efficient
method
for
the
preparation
of
diarylmethyl
sulfonamide
derivatives
has
been
achieved
by
visible-light-induced
sulfamoylation
para
-quinone
methides
with
sulfamoyl
chlorides
under
mild
metal-free
conditions.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(18), С. 5054 - 5060
Опубликована: Янв. 1, 2024
We
have
developed
a
new
synthesis
method
for
α-sulfonyl
ketoximes
from
pyridine
alkenes,
sodium
sulfinate,
and
NaNO
2
in
water.
This
three-component
approach
allows
the
one-step
formation
of
C–N
C–S
bonds
under
mild
conditions.
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
unknown
Опубликована: Окт. 19, 2024
Abstract
Herein,
we
report
a
new
approach
for
the
light‐mediated
generation
of
sulfamoyl
radicals
using
sulfur
dioxide
as
key
building
block
and
direct
application
these
in
synthesis
sulfonamides.
In
presence
different
photoredox
catalysts,
can
be
generated
directly
from
SO
2
or
surrogate
DABSO
(1,4‐diazabicyclo[2.2.2]octane⋅bis
(sulfur
dioxide)
adduct)
N
‐aminopyridinium
salts
nitrogen
radical
precursors.
Trapping
situ
with
selected
electron‐rich
olefins
affords
sulfonamides
up
to
86%
yield
three‐component
procedure.
This
transformation
provides
complementary
synthetic
intermediates
assembly
sulfonamide
functionality,
privileged
motif
active
pharmaceutical
ingredients.
