ACS Omega,
Journal Year:
2023,
Volume and Issue:
9(1), P. 651 - 657
Published: Dec. 16, 2023
We
report
herein
an
efficient
visible-light-promoted
approach
for
the
regioselective
decarboxylative
C–H
acylation
of
N-methyl-3-phenylquinoxalin-2(1H)-ones
using
α-oxo-2-phenylacetic
acids
via
dual
palladium–photoredox
catalysis.
The
reactions
were
carried
out
at
room
temperature
in
presence
24
W
blue
LEDs.
established
protocol
tolerated
a
wide
range
functional
groups
and
enabled
synthesis
several
acylated
good
to
excellent
yields.
proposed
mechanism
this
transformation
was
supported
by
control
experiments.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(9), P. 6539 - 6544
Published: April 20, 2024
The
direct
alkylation
of
heteroarenes
with
alkanes
has
been
successfully
achieved
through
visible-light-induced
hypervalent
iodine-mediated
C–H
functionalization
both
coupling
partners
at
ambient
temperatures.
This
reaction
proceeds
via
the
in
situ
generation
nucleophilic
alkyl
radicals
from
hydrogen
atom
transfer
(HAT),
followed
by
a
Minisci-type
heteroarenes.
These
mild
conditions
have
demonstrated
their
suitability
for
wide
range
heterocycles,
including
azoles,
pyridines,
quinolines,
isoquinolines,
and
quinoxalinones.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(9), P. 6334 - 6344
Published: April 15, 2024
A
one-pot
strategy
for
deoxygenative
alkylation
of
alcohols
with
quinoxalin-2(1H)-ones
was
developed
by
using
xanthate
salts
as
alcohol-activating
groups
radical
generation
in
the
presence
tricyclohexylphosphine
under
visible-light-promoted
conditions.
The
remarkable
features
this
reaction
include
a
broad
substrate
scope,
excellent
functional
group
tolerance,
mild
conditions,
and
simple
operation.
Moreover,
synthetic
utility
validated
success
two-step
reactions,
scale-up
synthesis,
chemoselective
monodeoxygenation
diols.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(15), P. 10974 - 10986
Published: July 24, 2024
Visible-light
photoredox-catalyzed
method
has
been
developed
for
the
synthesis
of
quinoxalin-2(1H)-one-containing
vinyl
phosphorodithioates
via
direct
difunctionalization
alkynes
with
quinoxalin-2(1H)-ones,
P4S10
and
alcohols.
This
four-component
reaction
could
be
carried
out
under
metal-free
mild
conditions,
affording
a
number
in
moderate
to
good
yields
Z-isomers
as
major
products.
Photocatalytic
radical
mechanism
is
proposed
based
on
results
trapping
fluorescence
quenching
experiments.
Chemistry,
Journal Year:
2023,
Volume and Issue:
5(4), P. 2566 - 2587
Published: Nov. 14, 2023
Quinoxaline
is
a
fused
heterocycle
system
of
benzene
ring
and
pyrazine
ring.
It
has
earned
considerable
attention
due
to
its
importance
in
the
field
medicinal
chemistry.
The
extensive
comprehensive
array
biological
activities.
derivatives
have
been
used
as
anticancer,
anticonvulsant,
anti-inflammatory,
antidiabetic,
antioxidant,
antibacterial,
anti-TB,
antimalarial,
antiviral,
anti-HIV,
many
other
uses.
Variously
substituted
quinoxalines
are
significant
therapeutic
agents
pharmaceutical
industry.
This
review
spotlights
on
chemistry,
physiochemical
characters,
synthesis,
products,
chemistry
various
anticancer
quinoxaline
that
were
developed
last
period.
covers
period
from
2016
2023.
ChemistrySelect,
Journal Year:
2025,
Volume and Issue:
10(12)
Published: March 1, 2025
Abstract
In
light
of
the
extensive
application
fluoroalkyl‐containing
molecules
and
functionalized
quinoxalin‐2(1
H
)‐ones
in
medicinal
chemistry
functional
materials,
visible‐light‐enabled
C3‐H
fluoroalkylation
has
garnered
significant
attention.
this
review,
we
provide
a
detailed
overview
latest
advancements
rapidly
evolving
research
area.
We
cover
utilization
various
fluoroalkyl
sources
under
conditions
photocatalyst
or
without
photocatalyst,
discuss
pertinent
reaction
conditions,
mechanisms,
substrate
scope.
Our
objective
is
to
help
more
chemists
comprehend
challenges
opportunities
within
field,
thereby
fostering
its
development.
RSC Advances,
Journal Year:
2025,
Volume and Issue:
15(15), P. 11370 - 11376
Published: Jan. 1, 2025
Herein,
we
have
developed
an
organophotocatalytic
trifluoromethylation
of
6-azauracils
using
inexpensive
Langlois
reagent
to
prepare
a
variety
trifluoromethylated
azauracil
derivatives
under
ambient
air
condition.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: May 19, 2025
1,2,4-Triazine-3,5(2H,4H)-diones
are
widely
present
in
various
drug
molecules
and
bioactive
molecules.
A
visible-light-driven
C-H
alkylation
of
1,2,4-triazine-3,5(2H,4H)-diones
via
1,2-hydrogen-atom
transfer
(1,2-HAT)
amide
radicals
is
first
reported,
providing
an
environmentally
friendly
sustainable
pathway
to
enrich
the
structural
functional
diversity
1,2,4-triazine-3,5(2H,4H)-diones.
This
novel
protocol
characterized
by
mild
metal-free
reaction
conditions,
operationally
simple
method,
good
group
tolerance.
To
our
delight,
other
heterocycles,
such
as
isoquinoline
coumarin,
also
undergo
reactions
construct
C(sp2)-C(sp3)
bonds
infrequent
1,2-HAT
under
current
conditions.
ChemistrySelect,
Journal Year:
2025,
Volume and Issue:
10(21)
Published: June 1, 2025
Abstract
Given
the
significant
applications
of
quinoxalinones
in
medicinal,
pharmaceutical,
and
organic
chemistry,
developing
an
efficient
synthetic
approach
for
their
facile
assembly
has
received
substantial
attention
chemistry.
Conversely,
it
been
established
that
incorporating
fluorine
into
molecules
either
alters
or
enhances
physical,
chemical,
biological
properties
target
molecules.
In
this
context,
synergic
combination
medicinal
associated
with
quinoxaline‐2(1
H
)‐ones,
wide
chemical
landscape
fluorine‐containing
compounds,
installing
atom
as
a
single
di/tri‐substituted
groups
on
C‐3
position
quinoxalin‐2(1
)‐one
under
visible
light
irradiation
is
increasing
academic
scientific
interests.
mini‐review
article,
we
covered
recent
progress
achieved
various
light‐induced
direct
functionalization
)‐ones
accessing
diverse
C3‐substituted
embedded
mono/di/tri‐substituted
fluorine.
Despite
discussing
advantages,
shortcomings,
challenges
reaction
discovery,
mechanistic
rationalizations
are
also
underscored.
Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(40), P. 8136 - 8140
Published: Jan. 1, 2023
The
widespread
presence
of
bicyclo[1.1.1]pentane
(BCP)
and
sulfur
motifs
in
pharmaceutical
compounds
underscores
the
significance
synthesizing
suitably
functionalized
BCP
thioethers.
In
response,
we
have
developed
a
metal-free
photocatalyst-free
strategy
that
harnesses
visible
light-induced
radical
cascades.
This
approach
culminates
synthesis
essential
thio-BCP
derivatives,
which
serve
as
crucial
precursors
for
formation
corresponding
sulfoxides,
sulfones,
sulfoximines.
Importantly,
this
methodology
exhibits
potential
large-scale
applications,
displaying
commendable
tolerance
towards
various
functional
groups
while
operating
under
mild
reaction
conditions.
