Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(19), P. 3328 - 3334
Published: Aug. 4, 2023
Abstract
A
convenient
and
practical
protocol
for
the
preparation
of
SCF
3
‐containing
quinoxalin‐2(1
H
)‐one
derivatives
via
K
2
S
O
8
mediated
difunctionalization
alkenes
with
quinoxalinones
AgSCF
was
developed.
The
preliminary
study
showed
that
a
radical
triggered
cascade
reaction
process
might
be
involved
in
current
transformation.
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.
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(22), P. 4113 - 4118
Published: May 30, 2023
A
photoredox-catalyzed
1,2-amidoheteroarylation
of
unactivated
alkenes
with
O-acyl
hydroxylamine
derivatives
and
heterocycles
is
presented.
range
heterocycles,
including
quinoxaline-2(1H)-ones,
azauracils,
chromones,
quinolones,
are
capable
for
this
process,
allowing
the
direct
synthesis
valuable
heteroarylethylamine
derivatives.
Structurally
diverse
reaction
substrates,
drug-based
scaffolds,
were
successfully
applied,
demonstrating
practicality
method.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(3), P. 483 - 487
Published: Jan. 18, 2023
Leveraging
α-fluoroalkyl
or
fluorobenzyl
radicals
to
introduce
fluorinated
motifs
allows
for
the
rapid
preparation
of
fluorine-containing
building
blocks.
Herein,
we
report
generation
from
readily
available
α-fluorocarboxylic
acids
under
mild
reaction
conditions
and
their
utilization
in
Giese-type
addition
on
Michael
acceptors
dehydroamino
acids,
resulting
mono-
difluorinated
adducts
unnatural
amino
acids.
Molecules,
Journal Year:
2023,
Volume and Issue:
28(6), P. 2513 - 2513
Published: March 9, 2023
The
direct
C-H
multifunctionalization
of
quinoxalin-2(1H)-ones
via
multicomponent
reactions
has
attracted
considerable
interest
due
to
their
diverse
biological
activities
and
chemical
profile.
This
review
will
focus
on
recent
achievements.
It
mainly
covers
reaction
methods
for
the
simultaneous
introduction
C-C
bonds
C-RF/C/O/N/Cl/S/D
into
mechanisms.
Meanwhile,
future
developments
multi-component
are
envisaged,
such
as
construction
C-B/SI/P/F/I/SE
through
reactions;
fused
ring
macrocyclic
compounds;
asymmetric
synthesis;
green
chemistry;
bionic
structures
other
fields.
aim
is
enrich
at
C3
position,
which
have
rich
applications
in
materials
chemistry
pharmaceutical
pharmacology.
Organic Letters,
Journal Year:
2022,
Volume and Issue:
24(39), P. 7118 - 7122
Published: Sept. 25, 2022
Herein,
a
photoinitiated
radical
relay
reaction
of
quinoxalin-2(1H)-ones,
with
acyloxy
nitroso
compounds
as
source
radicals,
is
described.
Although
the
C-H
functionalization
quinoxalin-2(1H)-ones
has
been
investigated,
its
difunctionalization,
simultaneous
construction
C-C
and
N-N
bonds
directly
via
reaction,
rarely
reported.
Moreover,
obtained
products
underwent
sequential
reactions
to
access
C7-NO2
under
mild
conditions.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(5), P. 687 - 692
Published: Feb. 8, 2023
Abstract
An
iron(II)‐catalyzed
three‐component
reaction
was
developed
for
the
construction
of
trichloromethylated
3‐benzylquinoxalin‐2(1
H
)‐ones.
This
conducted
through
trichloromethylation
alkenes
with
quinoxalin‐2(1
)‐ones
using
commercially
available
chloroform
as
trichloromethyl
radical
source,
which
provided
a
convenient
approach
toward
magnified
image
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(7), P. 1020 - 1026
Published: March 10, 2023
Abstract
An
operationally
simple
aqueous
phase
three‐component
photochemical
strategy
for
the
alkylation
of
quinoxalin‐2(1
H
)‐ones
with
diethyl
α
‐bromomalonate
and
unactivated
alkenes
in
absence
both
photoredox
catalysts
additive
has
been
developed.
This
reaction
is
driven
by
activity
electron
donor‐acceptor
(EDA)
complexes
formed
‐bromomalonate.
Irradiation
visible
light
triggered
single‐electron
transfer
(SET)
from
to
‐bromomalonate,
inducing
formation
corresponding
alkyl
radical
subsequent
tandem
reaction.
It
provides
an
efficient
way
construct
alkylated
quinoxalinones
small
molecules.
magnified
image
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(3), P. 1784 - 1796
Published: Jan. 12, 2024
The
atom
transfer
radical
addition
(ATRA)
reaction
is
defined
as
a
method
for
introducing
halogenated
compounds
into
alkenes
via
mechanism.
In
this
study,
we
present
an
ATRA
approach
achieving
regioselective
functionalization
of
quinoxalin-2(1H)-ones
by
activating
C–Br
bonds
CBr4
and
subsequent
trihaloalkyl-carbofunctionalization
styrenes
employing
the
9-mesityl-10-methylacridinium
perchlorate
(Fukuzumi)
photocatalyst
under
3W
blue
LED
(450–470
nm)
irradiation.
This
three-component
cascade
process
demonstrates
remarkable
efficiency
in
synthesis
1-methyl-3-(3,3,3-tribromo-1-(4-chlorophenyl)propyl)quinoxalin-2(1H)-one
derivatives.