Angewandte Chemie,
Journal Year:
2023,
Volume and Issue:
136(6)
Published: Dec. 20, 2023
Abstract
We
report
examples
of
C(sp
2
)−N,
)−S,
and
)−P
bond‐forming
transformations
in
water
microdroplets
at
room
temperature
atmospheric
pressure
using
N
as
a
nebulizing
gas.
When
an
aqueous
solution
vinylic
acid
amine
is
electrosprayed
(+3
kV),
the
corresponding
)−N
product
formed
single
step,
which
was
characterized
mass
spectrometry
(MS)
tandem
(MS
).
The
scope
this
reaction
extended
to
other
amines
unsaturated
acids,
including
acrylic
(CH
=CHCOOH)
crotonic
3
CH=CHCOOH)
acids.
also
found
that
thiols
phosphines
are
viable
nucleophiles,
)−S
products
observed
positive
ion
mode
MS
.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(19), P. 5558 - 5563
Published: Jan. 1, 2024
A
simple,
general,
thiol-
and
metal-free
method
for
the
synthesis
of
symmetrical
unsymmetrical
polyfluorodiaryl
sulfides
polyfluoroaryl-alkyl
sulfides.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Sept. 18, 2024
Herein,
we
reported
a
copper(0)-catalyzed
reductive
coupling
of
disulfurating
reagents
and
(hetero)aryl/alkyl
halides.
Copper(0)
can
be
directly
inserted
into
tetrasulfide
then
undergoes
with
(hetero)aryl
Iodides
to
construct
disulfide.
The
method
features
the
unprecedented
use
(tetrasulfides)
in
cross-coupling
chemistry
is
convenient
broad
substrate
scopes,
even
applicable
different
halogenated
hydrocarbons.
It
worth
noting
that
methodology
practical
late-stage
modification
bioactive
scaffolds
pharmaceuticals.
In
meantime,
synthesis
disulfides
successfully
achieved
on
gram
scale,
indicating
approach
highly
valuable.
ChemistrySelect,
Journal Year:
2024,
Volume and Issue:
9(44)
Published: Nov. 1, 2024
Abstract
Rapid
access
to
unsymmetrical
diaryl
sulfides
through
a
bifunctional
single‐sulfur
source
is
very
attractive
strategy.
Here
we
report
the
utilization
of
bis(phenylsulfonyl)sulfide
as
bielectrophilic
sulfide
platform
molecule
for
chemoselective
and
sequential
installation
two
different
aryl
nucleophiles
by
twice
copper‐catalyzed
Chan–Lam‐type
cross
couplings
diverse
sulfides.
This
strategy
demonstrates
good
tolerance
wide
range
boronic
acids
under
metal
catalysts,
functional
group
compatibility,
well
extension
modification
complex
bioactive
molecules.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(51), P. 9153 - 9157
Published: Dec. 14, 2023
A
nickel-catalyzed
cross-electrophile
coupling
of
aryl
iodides
with
α-bromo
sulfoxide
to
access
a
diverse
array
benzyl
sulfoxides
has
been
discovered.
These
reactions
occurred
under
mild
conditions
excellent
functional
group
tolerance
so
that
optically
enriched
could
be
coupled
iodides,
generating
corresponding
stereochemical
integrity.
Furthermore,
the
scalability
this
transformation
was
demonstrated.
Initial
mechanistic
studies
revealed
reaction
undergoes
radical
pathway.
Organic & Biomolecular Chemistry,
Journal Year:
2024,
Volume and Issue:
22(12), P. 2451 - 2455
Published: Jan. 1, 2024
An
efficient
synthesis
of
sulfone
structures
through
selenonium
salts
and
sodium
sulfinates
was
developed.
Under
the
irradiation
a
blue
LED
lamp,
two
substrates
generate
aryl
sulfonyl
radicals
activation
intermediate
electron
donor
acceptor
(EDA)
complex,
thereby
synthesizing
aromatic,
heteroaromatic
aliphatic
sulfones
in
medium
to
good
yields.
The
advantages
this
strategy
are
metal-free,
mild
conditions
leaving
group
is
recycled
construct
new
salts.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 25, 2024
Metal-catalytic
conversion
of
polysulfide
reagents
is
a
major
challenge
in
organic
synthesis
due
to
its
challenging
activation
modes
multiple
S–S
bonds.
The
utilization
aryl
di-
and
trithiosulfonates
nickel-catalyzed
reductive
coupling
with
halides
has
been
unexplored.
Herein,
we
unprecedentedly
describe
PPh3
Zn-collaborative
reduction-induced
nickel-catalytic
selective
C–S
di/trithiosulfonates
access
sulfides
over
common
disulfides
or
trisulfides.
Diverse
mechanistic
studies
indicate
that
the
key
design
such
reaction
could
be
attributed
employment
MgCl2,
which
collaborate
Zn
for
improved
reduction
potential
enables
cleavage
PhSO2(S)naryl
(n
=
2,
3)
electrophilic
sulfur
species
sulfuration
controllable
fashion.
Angewandte Chemie,
Journal Year:
2023,
Volume and Issue:
136(6)
Published: Dec. 20, 2023
Abstract
We
report
examples
of
C(sp
2
)−N,
)−S,
and
)−P
bond‐forming
transformations
in
water
microdroplets
at
room
temperature
atmospheric
pressure
using
N
as
a
nebulizing
gas.
When
an
aqueous
solution
vinylic
acid
amine
is
electrosprayed
(+3
kV),
the
corresponding
)−N
product
formed
single
step,
which
was
characterized
mass
spectrometry
(MS)
tandem
(MS
).
The
scope
this
reaction
extended
to
other
amines
unsaturated
acids,
including
acrylic
(CH
=CHCOOH)
crotonic
3
CH=CHCOOH)
acids.
also
found
that
thiols
phosphines
are
viable
nucleophiles,
)−S
products
observed
positive
ion
mode
MS
.
