RSC Advances,
Journal Year:
2023,
Volume and Issue:
13(19), P. 12982 - 12990
Published: Jan. 1, 2023
A
rapid
and
simple
method
was
developed
for
the
synthesis
of
diarylmethyl
thioethers
via
a
DABCO-catalyzed
1,6-conjugate
addition
reaction
para-quinone
methides
(p-QMs)
with
organosulfur
reagents.
series
were
synthesized
at
13-85%
yields
by
this
method.
After
that,
antibacterial
activities
their
derivatives
evaluated.
The
MIC
range
(μg
mL-1)
against
Staphylococcus
aureus
ATCC
25923
clinically
isolated
methicillin-resistant
S.
8-128
64-128,
respectively.
Synthesis,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 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
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(10), P. 6730 - 6741
Published: May 12, 2022
Multicomponent
synthesis
of
biologically
relevant
S-benzyl
dithiocarbamates
from
para-quinone
methides,
amines,
and
carbon
disulfide
are
described
under
catalyst
additive-free
conditions.
The
reactions
proceeded
at
room
temperature
in
a
short
span
time
with
excellent
yields.
One
the
synthesized
compounds,
3e
showed
considerable
acetylcholinesterase
(AChE)
inhibitory
(51.70
+
5.63%
20
μm)
antioxidant
(63.52
±
1.15
activities.
Green Chemistry,
Journal Year:
2024,
Volume and Issue:
26(3), P. 1375 - 1380
Published: Jan. 1, 2024
A
visible-light-mediated
tandem
ring
opening/1,6-conjugate
addition
of
cyclobutanols
with
p
-quinone
methides
was
developed.
This
protocol
allowed
the
formation
δ,δ-diaryl
ketones
in
presence
a
readily
available
organic
photocatalyst.
Chemistry - An Asian Journal,
Journal Year:
2022,
Volume and Issue:
17(16)
Published: May 30, 2022
Abstract
A
one‐pot
three‐component
reaction
using
p
‐quinone
methides,
rongalite
and
alkyl/allyl
halides
has
been
described.
The
corresponding
unsymmetrical
sulfones
were
obtained
in
good
yields
under
mild
conditions
the
absence
of
any
metal,
base
or
other
additive.
Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(41), P. 8244 - 8258
Published: Jan. 1, 2023
A
powerful
and
straightforward
way
to
access
a
variety
of
oxa-heterocycles
N-heterocycles:
the
phosphine-catalysed
transformations
o
-QM,
p
-QM
aza-
-QM.
Advanced Synthesis & Catalysis,
Journal Year:
2022,
Volume and Issue:
364(9), P. 1549 - 1554
Published: March 16, 2022
Abstract
A
metal
and
base‐free,
operationally
simple,
scalable
multicomponent
approach
towards
the
synthesis
of
S
‐diarylmethane
dithiocarbamates
is
reported.
range
structurally
electronically
diverse
p
‐quinone
methides
are
shown
to
react
with
a
variety
amines,
carbon
disulfide
furnish
corresponding
in
good
excellent
yields
under
mild
conditions.
Furthermore,
‐QMs
embedded
aliphatic
substituents
well
accommodated.
Importantly,
these
readily
accessible
compounds
demonstrated
promising
anti‐proliferative
activity
low
micromolar
ranges
lung
adenocarcinoma
cells,
reiterating
importance
developed
methodology.
magnified
image
Organic Chemistry Frontiers,
Journal Year:
2022,
Volume and Issue:
9(14), P. 3807 - 3817
Published: Jan. 1, 2022
A
novel
and
facile
method
for
the
Ag-catalyzed
regioselective
1,6-hydroarylation
of
para
-quinone
methides
(
p
-QMs)
with
anilines
phenols
has
been
established,
a
broad
range
(primary
secondary,
tertiary),
-QMs
are
well
tolerated.
The Journal of Organic Chemistry,
Journal Year:
2021,
Volume and Issue:
86(8), P. 5965 - 5972
Published: April 2, 2021
The
nucleophilic
reactivities
of
substituted
thiophenolates
were
determined
by
following
the
kinetics
their
reactions
with
a
series
quinone
methides
(reference
electrophiles)
in
DMSO
at
20
°C...
