Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(11), P. 1714 - 1755
Published: April 12, 2023
Abstract
In
the
last
decade,
free
radicals
have
found
a
wide
application
in
functionalization
of
unsaturated
compounds,
such
as
alkenes,
alkynes,
and
arenes,
via
free‐radical
addition
to
carbon‐carbon
π‐bonds.
these
processes,
intermolecular
attack
on
aromatic
substrates
represents
challenge
due
relatively
high
resistance
π‐system
reactions
comparison
alkene
C=C
bonds.
The
heterocycles
is
especially
interesting
diversity
their
structures
chemical
properties
well
importance
for
medicinal
chemistry,
agrochemistry,
materials
science.
Addition
C‐centered
widely
known
Minisci‐type
well‐reviewed.
this
paper,
we
summarized
main
achievements
less
explored
group
processes:
by
heteroatom‐centered
(O‐,
N‐,
S‐/Se‐,
P‐radicals)
with
emphasis
papers
published
after
2010.
Literature
analysis
revealed
strong
trend
towards
usage
electrochemistry
photoredox‐catalysis
generation
recent
years.
remaining
fundamental
problem
field
lack
experimental
support
proposed
mechanisms
frequent
existence
several
plausible
reaction
pathways.
progress
mechanistic
studies
can
significantly
improve
prediction
optimal
conditions
depending
structure.
Green Chemistry,
Journal Year:
2020,
Volume and Issue:
22(5), P. 1720 - 1725
Published: Jan. 1, 2020
An
eco-friendly
visible-light-induced
decarboxylative
acylation
of
quinoxalin-2(1H)-ones
and
α-oxo
carboxylic
acids
with
air
as
the
oxidant
under
external-photocatalyst-free
conditions
was
established.
Green Chemistry,
Journal Year:
2023,
Volume and Issue:
25(20), P. 7971 - 7977
Published: Jan. 1, 2023
Alkyl
diacyl
peroxides
were
demonstrated
to
be
efficient
alkylating
reagents
for
the
visible-light-induced
4CzIPN-catalyzed
direct
C–H
alkylation
of
N
-heteroaromatics.
Organic Chemistry Frontiers,
Journal Year:
2019,
Volume and Issue:
6(24), P. 3950 - 3955
Published: Jan. 1, 2019
A
new
and
efficient
visible-light-mediated
strategy
has
been
developed
for
the
synthesis
of
3-sulfenylated
quinoxalin-2(1H)-ones
via
rhodamine
B
catalyzed
C–H/S–H
cross-coupling
with
thiols
in
air
at
room
temperature.
Green Chemistry,
Journal Year:
2020,
Volume and Issue:
23(1), P. 374 - 378
Published: Oct. 23, 2020
Aryl
radicals
were
generated
for
the
first
time
from
aryl
acyl
peroxides
in
ethyl
acetate
under
ambient
conditions
and
visible-light
illumination
absence
of
any
additive,
metal
catalyst,
or
external
photosensitizer.
Organic Chemistry Frontiers,
Journal Year:
2020,
Volume and Issue:
7(3), P. 492 - 498
Published: Jan. 1, 2020
Visible-light-mediated
procedure
has
been
developed
for
the
synthesis
of
3-acyl
quinoxalin-2(1H)-ones
through
acridine
red
catalyzed
decarboxylative
acylation
α-oxo-carboxylic
acids
with
quinoxalin-2(1H)-ones.
The Journal of Organic Chemistry,
Journal Year:
2020,
Volume and Issue:
85(11), P. 6888 - 6896
Published: May 11, 2020
A
K2S2O8-mediated
three-component
protocol
has
been
developed
for
the
construction
of
3-trifluoroalkylated
quinoxalin-2(1H)-ones
under
metal-free
conditions.
The
present
reaction
could
be
accomplished
through
trifluoroalkylation
with
unactivated
alkenes
and
Langlois'
reagent
(CF3SO2Na),
which
provided
a
highly
attractive
approach
to
access
series
biologically
important
quinoxalin-2(1H)-ones.
Advanced Synthesis & Catalysis,
Journal Year:
2020,
Volume and Issue:
362(11), P. 2178 - 2182
Published: Feb. 22, 2020
Abstract
A
method
for
the
synthesis
of
3‐acyl
quinoxalin‐2(1
H
)‐ones
through
visible‐light
promoted
decarboxylative
acylation
α‐oxo‐carboxylic
acids
with
was
developed.
The
reaction
performed
in
aqueous
phase
and
photoredox
catalyst
not
required
to
run
process.
magnified
image
ACS Sustainable Chemistry & Engineering,
Journal Year:
2019,
Volume and Issue:
7(24), P. 19993 - 19999
Published: Nov. 8, 2019
By
using
ambient
air
as
an
oxidant,
various
N-acylated
3-aminoquinoxalin-2(1H)-ones
were
efficiently
synthesized
through
visible-light-promoted
rhodamine
B-catalyzed
amidation
reaction
of
quinoxalin-2(1H)-ones
and
amides
under
metal-free
strong
oxidant-free
conditions.
Green Chemistry,
Journal Year:
2021,
Volume and Issue:
23(17), P. 6632 - 6638
Published: Jan. 1, 2021
This
study
demonstrates
a
metal-free
cross-dehydrogenative
coupling
for
direct
para
-C–H
heteroarylation
of
anilines
with
quinoxalinones
using
air
as
the
sole
oxidant
and
H
2
O/DMSO
solvent.
