Recent Advances in Deoxygenative Thioether Synthesis Using Oxygenated Sulfur Surrogates
Synthesis,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 9, 2025
Abstract
Thioethers
(sulfides)
play
a
crucial
role
in
therapeutics,
diagnostics,
and
functional
materials.
Traditionally,
their
synthesis
involved
the
use
of
thiols
or
derivatives,
which
are
associated
with
unpleasant
odors
potential
health
risks.
Recently,
significant
research
has
focused
on
employing
oxygenated
sulfur
compounds,
such
as
sulfinates,
sulfonyl
oxyacids,
sulfoxides,
thiol
surrogates
for
thioether
synthesis.
This
review
highlights
recent
advancements
deoxygenative
synthesis,
categorizing
them
by
reaction
types,
including
cross-coupling
reactions,
C–H
functionalization,
hydro/halo/oxy-thiolation
unsaturated
hydrocarbons.
We
also
discuss
representative
mechanisms
to
provide
comprehensive
understanding
these
innovative
approaches.
1
Introduction
2
Cross-Coupling
Reactions
3
Functionalization
4
Hydro/Halo/Oxy-thiolation
Unsaturated
Hydrocarbons
5
Conclusion
Язык: Английский
PIII/PV═O Redox Catalysis Mediated Thioesterification of Carboxylic Acids with Disulfides under Air Conditions
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 12, 2025
An
efficient
organophosphorus-catalyzed
thiocarbonylation
reaction
of
disulfides
with
carboxylic
acids
under
air
conditions
was
described.
Various
functional
groups
on
and
can
be
tolerated
the
present
conditions,
affording
thioesters
in
good
to
excellent
yields.
This
method
exhibited
chemoselectivity
applied
for
late-stage
functionalization
drug
molecules
containing
a
acid
group.
Язык: Английский
Visible-Light-Mediated Addition Reactions of Sulfur-Containing Reagents with α-Trifluoromethyl Alkenes
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 22, 2025
Herein,
we
described
the
addition
reactions
of
sulfur-containing
reagents
(sodium
sulfinates,
dithiosulfonates)
with
α-trifluoromethyl
alkenes
under
visible
light.
A
series
trifluoromethyl
sulfonates
were
synthesized
via
visible-light-induced
radical
reaction
sodium
sulfinates
and
to
obtain
protons
from
solvent.
dithiosulfonated
derivatives
bifunctionalization
dithiosulfonates.This
strategy
has
advantages
mild
conditions,
good
substrate
universality
high
yield
up
99%
yield.
Язык: Английский
PIII/PV-Catalyzed Beckmann Reaction and Sequential [2,3]-Sigmatropic Rearrangement to Construct 2-Amidopyridines
Organic Letters,
Год журнала:
2024,
Номер
26(17), С. 3536 - 3540
Опубликована: Апрель 24, 2024
An
organophosphorus
catalytic
method
for
the
synthesis
of
substituted
2-amidopyridines
is
reported.
The
employs
a
small-ring
organophosphorus-based
catalyst
and
hydrosilane
reductant
to
drive
conversion
ketoximes
pyridine-N-oxides
into
through
sequential
Beckmann
rearrangement
followed
by
[2,3]-sigmatropic
rearrangement.
readily
available
could
be
activated
nitrilium
ions
in
PIII/PV
redox
catalysis
efficiently
participate
domino
reaction
pyridine-N-oxides,
thus
providing
various
moderate
excellent
yields.
This
presented
strategy
features
functional
group
tolerance
broad
substrate
scope.
Язык: Английский