The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(18), С. 13339 - 13350
Опубликована: Авг. 31, 2023
We
report
a
metal-
and
photocatalyst-free
C3
α-aminomethylation
of
quinoxalin-2(1H)-ones
with
N-alkyl-N-methylanilines.
The
reaction
proceeds
through
the
formation
photoactivated
electron
donor–acceptor
complex
between
present
method
provides
mild
environmentally
friendly
protocol
that
exhibits
good
atom
economy
excellent
functional
group
tolerance
to
obtain
library
biologically
significant
α-aminomethylated
in
yields.
Green Chemistry,
Год журнала:
2023,
Номер
25(8), С. 3292 - 3296
Опубликована: Янв. 1, 2023
The
semi-heterogeneous
g-C
3
N
4
/NaI
dual
catalytic
system
driven
C–C
bond
formation
between
quinoxalin-2(1
H
)-ones
and
arylhydrazines
under
blue
light
irradiation
is
reported
for
the
first
time.
Organic Letters,
Год журнала:
2022,
Номер
24(19), С. 3576 - 3581
Опубликована: Май 12, 2022
An
environmentally
friendly
strategy
for
the
photocatalyzed
three-component
reaction
between
quinoxalinones,
alkenes,
and
hypervalent
iodine(III)
reagents
is
disclosed.
The
new
designed
difluoroiodane(III)
reagent
shows
excellent
reactivity,
providing
a
wide
range
of
difluoroalkyl-substituted
quinoxaline-2(1H)-ones
in
moderate
to
yields
under
mild
conditions.
Experimental
studies
demonstrated
that
difluoroalkyl
radical
intermediate
was
involved
this
reaction.
European Journal of Organic Chemistry,
Год журнала:
2023,
Номер
unknown
Опубликована: Сен. 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,
Год журнала:
2023,
Номер
145(36), С. 20141 - 20148
Опубликована: Авг. 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.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(4), С. 2631 - 2641
Опубликована: Фев. 3, 2023
An
efficient,
catalyst-
and
additive-free,
visible-light-driven
radical
C3-H
alkylation
of
quinoxalin-2(1H)-one
derivatives
has
been
developed.
This
reaction
utilizes
alkyl-NHP-esters
as
an
alkyl
donor
acceptor.
The
operationally
simple
protocol
works
under
mild
conditions
tolerates
a
variety
functional
groups.
Furthermore,
the
synthetic
utility
methodology
was
successfully
implemented
for
synthesizing
biologically
relevant
C3-alkyl
substituted
derivatives.
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(12), С. 2758 - 2763
Опубликована: Апрель 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.
Green Chemistry,
Год журнала:
2021,
Номер
24(2), С. 858 - 863
Опубликована: Дек. 13, 2021
A
visible-light-mediated
direct
C3-alkylation
of
quinoxalin-2(1
H
)-ones
and
coumarins
with
unactivated
alkyl
iodides
under
metal-
external
photocatalyst-free
conditions
is
described.
Organic Letters,
Год журнала:
2021,
Номер
23(3), С. 1081 - 1085
Опубликована: Янв. 13, 2021
The
construction
of
functional
N-containing
active
biomolecules
and
bidentate
nitrogen
ligands
by
electroreductive
pyridylation
N-heteroaromatics
is
an
eye-catching
task
challenge.
A
simple
practical
electroreductive-induced
C3
quinoxalin-2(1H)-ones
with
readily
available
cyanopyridines
reported.
More
than
36
examples
are
supplied,
the
reaction
performed
in
>95%
yield.
present
protocol
provides
a
convenient,
efficient,
gram-scale
synthesis
strategy
for
series
new
types
potential
ligands.
