European Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
unknown
Published: Sept. 11, 2023
Abstract
The
multicomponent
reactions
of
quinoxalin‐2(1
H
)‐ones
has
attracted
considerable
interest
due
to
their
significant
biological
and
chemical
activities.
very
recent
advances
(from
2021
the
beginning
2023)
on
radical
three‐component
cascade
reaction
)‐one
derivatives
at
C3
position
were
summarized
in
this
mini‐review.
According
kind
types
involved,
some
representative
examples
detailed
mechanism
have
been
categorized
discussed.
red
front
was
covered
by
Figure
1.
Journal of the American Chemical Society,
Journal Year:
2023,
Volume and Issue:
145(36), P. 20141 - 20148
Published: Aug. 28, 2023
Chemodivergent
synthesis
has
been
achieved
in
asymmetric
photocatalysis.
Under
a
dual
catalyst
system
consisting
of
chiral
phosphoric
acid
and
DPZ
as
photosensitizer,
different
inorganic
bases
enabled
the
formation
two
sets
valuable
products
from
three-component
radical
tandem
transformations
2-bromo-1-arylenthan-1-ones,
styrenes,
quinoxalin-2(1H)-ones.
The
key
to
success
was
distinct
pKa
environment,
which
radicals
that
formed
on
quinoxalin-2(1H)-one
rings
after
addition
processes
underwent
either
single-electron
oxidation
or
reduction.
In
addition,
this
work
represents
first
use
quinoxalin-2(1H)-ones
photoredox
catalysis.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(12), P. 2758 - 2763
Published: April 24, 2024
Abstract
Herein,
we
present
a
(NH
4
)
2
S
O
8
mediated
difunctionalization
reaction
of
aryl
alkenes
with
quinoxalinones
and
P(O)SH
compounds.
This
method
enables
the
synthesis
various
phosphorothioate‐containing
quinoxalin‐2(1
H
)‐one
derivatives
(46
examples)
in
37–79%
yields.
The
is
compatible
range
functional
groups
easily
adaptable
to
large‐scale
synthesis.
Preliminary
studies
suggest
involvement
phosphorothioate
radicals
these
transformations.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(42), P. 7661 - 7666
Published: Oct. 16, 2023
A
catalyst-free
approach
for
the
multicomponent
aminoheteroarylation
reaction
of
alkenes
with
N-aminopyridinium
salts
and
heteroarenes
is
herein
described.
The
shows
good
functional
group
tolerance
allows
generation
valuable
β-heteroarylethylamines
in
satisfying
yields.
In
this
transformation,
are
utilized
to
generate
electron
donor–acceptor
complexes,
which
undergo
a
single-electron
transfer
process
upon
light
irradiation
form
key
amidyl
radicals
heteroaryl
radical
cations.
subsequently
captured
by
alkenes,
followed
Minisci-type
yield
desired
β-heteroarylamines
as
products.
Chinese Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
42(9), P. 957 - 962
Published: Jan. 18, 2024
Comprehensive
Summary
Multicomponent
alkene
1,2‐dicarbofunctionalizations
(DCFs)
have
emerged
as
a
powerful
strategy
to
rapidly
incorporate
both
two
carbon
subunits
across
one
C—C
double
bond
in
step
for
enhancing
molecular
complexity
and
diversity.
To
the
best
of
our
knowledge,
there
is
only
report
on
photoredox‐catalyzed
three‐component
DCFs
with
malonates
through
radical−radical
cross‐coupling,
while
radical‐polar
crossover
(RPC)‐type
were
still
rare.
Herein,
we
describe
redox‐neutral
RPC‐type
1,2‐dialkylation
styrenes
aldehydes
synergistic
Brønsted
base/photoredox
catalysis
system.
This
transition‐metal‐free
provides
an
efficient
clean
approach
broad
variety
δ‐hydroxy
esters
also
features
exceptionally
mild
conditions,
wide
compatibility
substrate
scope
functional
groups,
high
atomic
economy.
Moreover,
1,2‐alkylacylation
from
same
starting
materials
was
achieved
one‐pot
manner
such
coupling
subsequent
two‐electron
oxidation
process,
providing
set
δ‐keto
interest
pharmaceutical
research.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(20), P. 5731 - 5740
Published: Jan. 1, 2024
A
simple
and
practical
method
for
the
synthesis
of
S
-alkyl
phosphorothioates/phosphorodithioates
through
three-component
reaction
cyclic
sulfonium
salts
with
8
,
H
-phosphonates,
or
P
4
10
alcohols
was
readily
developed.
ChemistryEurope,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 12, 2025
Abstract
Carbon
monoxide,
as
a
crucial
C1
synthon,
has
been
widely
used
in
the
difunctionalization
of
alkenes.
Additionally,
nitrogen‐centered
radicals
(NCRs)
are
also
effective
intermediates
for
constructing
C−N
bonds.
Herein,
radical‐mediated
aminative
carbonylation
strategy
producing
β
‐amino
ketones
from
tertiary
allyl
alcohols
disclosed.
Good
yields
with
different
functional
groups
were
generated
effectively
under
light
irradiation.
Chinese Journal of Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 16, 2025
Comprehensive
Summary
Herein,
we
report
a
photo‐induced,
metal‐/additive‐free
protocol
for
the
difluoromethylation
of
N
‐heteroaromatics
with
[bis(difluoroacetoxy)iodo]benzene
as
reagent.
The
affords
difluoromethylated
in
moderate
to
good
yield
(up
91%).
transformation
is
compatible
wide
range
substrates
and
has
tolerance
towards
various
functional
groups.
Moreover,
synthetic
value
this
method
further
demonstrated
by
applications
gram‐scale
synthesis
late‐stage
functionalization
biologically
important
molecules.
European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
27(19)
Published: March 21, 2024
Abstract
Herein,
visible‐light‐induced
metal‐free
three‐component
amidoheteroarylation
of
alkenes
with
quinoxalin‐2(1
H
)‐ones
and
N‐sulfonylaminopyridinium
salts
is
developed.
This
protocol
involves
a
radical
relay
process
in
which
the
N‐centered
radicals
undergo
chemoselective
addition
to
form
an
alkyl
that
selectively
combines
heteroarenes,
leading
formation
C−C
C−N
bonds
one
step
under
mild
reaction
conditions.
The
involved
high
efficiency
selectivity,
wide
substrate
scope,
excellent
functional‐group
compatibility
demonstrate
practicability
developed
protocol.
