European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
27(46)
Published: Aug. 28, 2024
Abstract
Alkynes
are
valuable
building
blocks
in
organic
synthesis.
They
can
undergo
three‐component
difunctionalization
to
create
sulfur
or
selenium‐containing
compounds.
Three‐component
reactions
of
alkynes
atom
economic,
practical
and
regioselective.
This
review
will
disscuss
decade
developments,
including
C−S
C−Se
bond
formation
via
thiolation,
sulfonylation
selenylation.
Recent
developments
be
mainly
categorized
into
three
types.
(1)
Radical
C−S/S−Se
is
a
hot
topic.
Reactions
initiated
by
S/Se
radicals
other
exhibit
two
types
selectivities.
Photochemical
electrochemical
under
eco‐friendly
conditions
have
been
increasingly
reported.
(2)
Some
transformations
involve
electrophilic
three‐membered
ring
intermediates.
Thiiraniums,
seleniraniums,
iodoniums
among
the
most
prevalent
species.
ring‐opening
various
nucleophiles
participate
tandem
reactions.
(3)
Metal‐catalyzed
reactions,
classic
category,
also
discussed
text.
In
following
section,
we
provide
an
overview
based
on
mechanisms
substrates.
The
roles
added
reagents
discussed.
Organic Chemistry Frontiers,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 1, 2025
Herein,
an
environmentally
friendly
methodology
has
been
established
for
the
photoelectrochemical
chlorination
of
C(sp
2
)–H
bonds
in
quinolinone
derivatives
using
PVC
plastic
waste
as
chlorine
source.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(25), P. 5263 - 5268
Published: June 14, 2024
A
green
and
sustainable
electrochemical
oxidative
cyclization
of
enaminones
with
thioamides
under
metal-
oxidant-free
conditions
has
been
developed,
providing
an
efficient
approach
for
thiazole
synthesis.
Furthermore,
1,2,4-thiadiazoles
can
be
selectively
accessed
via
the
dimerization
in
absence
enaminones.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(8), P. 2306 - 2312
Published: Jan. 1, 2024
Regioselective
electrochemical
C–H
sulfonylation–bromination
between
indolizines,
sodium
sulfinates,
and
KBr
has
been
established
in
an
undivided
cell,
which
serves
as
both
the
brominating
agent
electrolyte.
Selenium-based
catalysts
have
recently
been
utilized
to
facilitate
a
variety
of
new
organic
transformations,
owing
their
intrinsic
advantages,
including
low
cost,
toxicity,
stability
in
both
air
and
water,
strong
compatibility
with
diverse
functional
groups.
The
difunctionalization
alkenes-the
process
incorporating
two
groups
onto
carbon-carbon
double
bond-has
garnered
particular
interest
within
the
chemical
community
its
significant
applications
synthesis.
Recently,
organoselenium-catalyzed
alkenes
has
emerged
as
an
ideal
powerful
route
obtain
high-value
vicinal
difunctionalized
molecules.
This
review
emphasizes
recent
advancements
this
rapidly
evolving
field,
focusing
on
scope,
limitations,
mechanisms
various
reactions.
Pyrazole
moiety
is
considered
as
an
important
N-heterocycle
in
pharmaceuticals
and
many
other
functional
molecules.
The
utilization
of
multicomponent
reaction
a
major
tool
the
current
approaches
pyrazole
synthesis.
Considering
power
significance
synthesis,
we
review
herein
latest
developments
this
field.
According
to
typical
features,
contents
are
divided
into
reactions
with
different
NN
fragment
sources,
such
hydrazine,
hydrazone,
amidine,
nitrile,
diazo
compounds,
ring
construction,
covering
works
published
since
2019
date.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(55), P. 7057 - 7060
Published: Jan. 1, 2024
A
metal-
and
oxidant-free,
electricity-driven
C–H
selenylative
tellurylative
annulation
of
N
-(2-alkynyl)anilines
with
diorganyl
dichalcogenides
is
developed
to
access
3-chalcogenylquinolines.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 11, 2025
The
green
and
sustainable
electrochemical
oxidative
cyclization
of
enaminones
with
p-methoxy/p-hydroxy
anilines
has
been
developed,
enabling
the
regioselective
synthesis
indoles
benzofurans.
methods
are
significant
advantage
not
only
due
to
mild
metal-free
conditions,
but
also
because
employment
easily
available
stable
aniline
substrates
replace
unstable
quinoneimide
for
a
similar
annulation
in
previous
work.
Asian Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: May 28, 2025
Abstract
Herein,
an
efficient
method
for
the
synthesis
of
5‐arylselenyluracils
via
bromide‐catalyzed
selective
C(
sp
2
)‐H
selenylation
uracils
using
boronic
acid
and
elemental
selenium
as
selenyl
source
was
successfully
developed.
This
proceeded
smoothly
a
series
arylboronic
acids
under
metal‐free
strong
oxidant‐free
conditions.
protocol
offered
simple
catalytic
conditions,
high
efficiency,
good
functional
group
compatibility,
easy
operation,
scalable.
Furthermore,
mechanistic
studies
suggested
that
this
transformation
possibly
undergone
radical
pathway.
Chem & Bio Engineering,
Journal Year:
2024,
Volume and Issue:
1(4), P. 357 - 365
Published: Feb. 26, 2024
Lignin,
characterized
by
its
amorphous,
heavily
polymerized
structure,
is
a
primary
natural
source
of
aromatic
compounds,
yet
complex
constitution
poses
considerable
challenges
in
transformation
and
utilization.
Therefore,
the
selective
cleavage
C-C
bonds
represents
critical
challenging
step
lignin
degradation,
essential
for
production
high-value
compounds.
In
this
study,
we
report
simple
electrocatalytic
approach
valorization
via
bond
developing
nonmetallic
electrocatalyst
carbon-based
materials.
It
found
that
hydrophilicity
hydrophobicity
have
significant
effect
on
degradation
process.
Under
mild
conditions,
hydrophilic
carbon
paper
exhibits
100%
substrate
conversion,
yielding
97%
benzaldehyde
96%
quinone
with
ionic
liquid
electrolytes.
The
mechanism
study
shows
catalyst
higher
surface
defects
favors
electron
transfer
oxidative
process
bonds.
These
results
signify
substantial
advancement
offering
an
environmentally
friendly,
metal-free
electrochemical
route.