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(11), P. 3196 - 3203
Published: Jan. 1, 2024
Selective
reductive
disulfuration
of
alkyl
halides
with
di/trithiosulfonate
reagents
was
developed
through
ligand
regulation,
key
features
broad
substrate
scope,
good
tolerance
and
excellent
selectivity
to
disulfides
over
trisulfides.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 4, 2025
Sulfinyl
sulfones,
as
high-valence
sulfurization
reagents,
are
widely
used
to
assemble
sulfur
sources
on
carbon
skeletons,
such
one-,
two-,
and
four-carbon
synthons,
access
organosulfur
compounds.
However,
their
reaction
with
three-carbon
synthons
has
remained
a
mystery
until
now.
We
report
here
radical
1,3-hydrosulfonylation
of
vinyldiazo
compounds
sulfinyl
sulfones.
This
not
only
represents
the
first
example
sulfones
but
also
opens
up
application
in
monofunctionalization.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: May 8, 2025
An
efficient
dehydroxythiolation
between
alcohols
and
disulfides
using
the
widely
abundant
cheapest
iron
as
a
reaction
mediator
was
developed.
The
one-pot
thiolation
proceeded
effectively
via
C-O
bond
activation
with
aid
of
cyanuric
chloride
(TCT)
hydroxyl-activating
agent
to
give
corresponding
thioethers
in
modest
excellent
yields,
displaying
both
wide
substrate
scope
(applicable
benzyl
alcohol,
allyl
primary
alkyl
alcohol)
good
functional
group
tolerance.
In
addition,
diselenide
also
proven
be
an
appropriate
for
protocol,
could
subjected
scale-up
synthesis.
Preliminary
mechanistic
examination
revealed
that
transiently
formed
TCT-derived
ether
A,
which
is
generated
situ
TCT
possibly
serves
pivotal
intermediate
cross-electrophile
thioetherification.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(51), P. 9207 - 9212
Published: Dec. 19, 2023
Sulfone
compounds
and
thioether
are
two
highly
valuable
classes
of
compounds,
but
it
is
challenging
to
prepare
sulfone
simultaneously
efficiently.
Here
we
report
that
sulfides/selenides
sulfones
can
be
obtained
using
allyl
bromide/benzyl
bromide-activated
alkyl
bromides
thiosulfonates/selenosulfonates
a
nickel-catalyzed
reductive
coupling
SN2
synergistic
strategy,
which
characterized
by
excellent
atom
step
economy,
mild
reaction
conditions,
broad
functional
group
compatibility,
yields.
