Direct C−H Sulfuration: Synthesis of Disulfides, Dithiocarbamates, Xanthates, Thiocarbamates and Thiocarbonates
Chemistry - An Asian Journal,
Год журнала:
2024,
Номер
19(9)
Опубликована: Фев. 29, 2024
Abstract
In
light
of
the
important
biological
activities
and
widespread
applications
organic
disulfides,
dithiocarbamates,
xanthates,
thiocarbamates
thiocarbonates,
continual
persuit
efficient
methods
for
their
synthesis
remains
crucial.
Traditionally,
preparation
such
compounds
heavily
relied
on
intricate
multi‐step
syntheses
use
highly
prefunctionalized
starting
materials.
Over
past
two
decades,
direct
sulfuration
C−H
bonds
has
evolved
into
a
straightforward,
atom‐
step‐economical
method
organosulfur
compounds.
This
review
aims
to
provide
an
up‐to‐date
discussion
disulfuration,
dithiocarbamation,
xanthylation,
thiocarbamation
thiocarbonation,
with
special
focus
describing
scopes
mechanistic
aspects.
Moreover,
synthetic
limitations
some
these
methodologies,
along
key
unsolved
challenges
be
addressed
in
future
are
also
discussed.
The
majority
examples
covered
this
accomplished
via
metal‐free,
photochemical
or
electrochemical
approaches,
which
alignment
overraching
objectives
green
sustainable
chemistry.
comprehensive
consolidate
recent
advancements,
providing
valuable
insights
dynamic
landscape
strategies
crucial
classes
Язык: Английский
Catalyst/Metal/Solvent-Free Markovnikov Hydrothiolation of Unactivated Alkenes with Dithiocarbamic Acids
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(8), С. 5353 - 5362
Опубликована: Апрель 2, 2024
Catalyst-free
Markovnikov-selective
hydrothiolation
of
unactivated
alkenes
still
remains
a
great
challenge.
Herein,
we
develop
catalyst/metal/solvent-free
methodology
for
the
Markovnikov
with
in
situ
prepared
dithiocarbamic
acids,
providing
wide
array
alkyl
dithiocarbamates.
A
variety
terminal,
internal,
cyclic,
and
acyclic
were
applied
successfully
this
protocol.
This
three-component
thiol–ene
reaction
can
be
considered
as
new
family
click
reactions.
Язык: Английский
High-efficient green catalytic conversion for waste CS2 by non-noble metal cage-based MOFs: An access to high-valued thiazolidine-2-thione
Green Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Янв. 1, 2024
High-efficiency
non-noble
cage-based
MOFs
catalyst
for
CS
2
waste
green
disposal
through
catalytic
conversion
into
high-value
thiazolidine-2-thione.
Язык: Английский
Electro-Oxidative Three-Component Synthesis of 3,5-Disubstituted-1,2,4-Thiadiazoles from Amines, Amidines, and CS2
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 29, 2025
1,2,4-Thiadiazoles,
a
significant
class
of
heterocyclic
compounds,
are
widely
found
in
biologically
active
molecules.
Herein,
we
report
green
electrochemical
three-component
reaction
amines,
amidines,
and
CS2
for
the
effective
synthesis
3,5-disubstituted-1,2,4-thiadiazoles
under
metal-
oxidant-free
conditions.
Both
aliphatic
aryl
amines
well-tolerated
at
room
temperature
simple
undivided
cell.
A
series
1,2,4-thiadiazoles
prepared
with
excellent
functional
groups.
Язык: Английский
Lithium Bromide-Promoted Formal C(sp3)–H Bond Insertion Reactions of β-Carbonyl Esters with Sulfoxonium Ylides to Synthesize 1,4-Dicarbonyl Compounds
Hailin Guo,
Yuhao Ding,
Jing-Wen Fan
и другие.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(10), С. 6974 - 6986
Опубликована: Май 4, 2024
A
LiBr-promoted
formal
C(sp3)–H
bond
insertion
reaction
between
β-carbonyl
esters
and
sulfoxonium
ylides
is
established.
This
practical
has
a
wide
range
of
substrate
scope
for
both
to
give
variety
1,4-dicarbonyl
compounds
with
43–94%
yields.
The
features
transition-metal-free
conditions
exclusive
C-alkylation
chemselectivity.
use
bench-stable
overcomes
previous
methods
that
require
transition
metal
as
catalysts
unstable
diazo
or
toxic
haloketones
alkylation
reagents.
Язык: Английский
Annulative coupling of sulfoxonium ylides with 2‑amino(thio)phenols: Easy access to 2-acyl benzox(thio)azoles
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Янв. 1, 2024
A
novel
elemental
sulfur-mediated
approach
for
the
synthesis
of
2-acyl
benzothiazoles
and
benzoxazole
derivatives
via
annulative
coupling
sulfoxonium
ylides
with
2-aminobenzenethiol
2-aminophenol
derivatives,
respectively,
is
described.
Язык: Английский
Base-mediated synthesis of cyclic dithiocarbamates from 1-amino-3-chloropropan-2-ol derivatives and carbon disulfide
Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
21(31), С. 6293 - 6297
Опубликована: Янв. 1, 2023
An
efficient
method
for
the
preparation
of
six-membered
cyclic
dithiocarbamates
is
described,
in
which
triethylamine
effectively
promotes
reaction
1-amino-3-chloropropan-2-ol
derivatives
with
carbon
disulfide.
On
basis
experimental
and
theoretical
studies,
a
mechanism
proposed
to
explain
difference
between
present
our
previously
reported
dioxide
fixation.
Язык: Английский
Sc(OTf)3-catalyzed diastereoselective [4 + 2] cycloaddition reaction of 3-benzylideneindoline-2-thiones with alkylidene malonates
Tetrahedron Letters,
Год журнала:
2023,
Номер
135, С. 154886 - 154886
Опубликована: Дек. 13, 2023
Язык: Английский
Annulative Coupling of β‐Ketosulfoxonium Ylides and β‐Ketothioamides: Access to Thiazolines and Thiazolidin‐4‐Ones
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(19), С. 4073 - 4077
Опубликована: Июль 3, 2024
Abstract
A
catalyst‐
and
additive‐free
one‐step
protocol
for
synthesizing
thiazolines
thiazolidin‐4‐ones,
utilizing
the
annulative
coupling
between
β‐ketosulfoxonium
ylides
β‐ketothioamides
has
been
described.
The
dual
functionalization
of
through
S‐alkylation
intramolecular
N‐cyclization
leads
to
generation
both
C−S
C−N
bonds.
developed
synthetic
methods
facilitate
synthesis
diverse
functionalized
thiazolidin‐4‐one
derivatives,
validated
large‐scale
reactions.
Язык: Английский