Organic Letters,
Journal Year:
2020,
Volume and Issue:
23(1), P. 195 - 201
Published: Dec. 23, 2020
Herein,
a
novel
method
for
the
gram-scale
synthesis
of
(E)-quinoxalinone
oximes
through
multicomponent
reaction
under
mild
conditions
is
described.
Such
transformation
was
performed
transition-metal-free
conditions,
affording
(E)-oximes
in
moderate-to-good
yield
recrystallization.
Our
methodology
demonstrates
successful
combination
Mannich-type
and
radical
coupling,
providing
green
practical
approach
potentially
bioactive
quinoxalinone-containing
molecules.
Green Chemistry,
Journal Year:
2019,
Volume and Issue:
21(23), P. 6241 - 6245
Published: Jan. 1, 2019
We
have
developed
a
metal-free
and
catalyst-free
visible-light-promoted
direct
C–H
sulfenylation
of
quinoxalin-2(1H)-ones
with
thiols
for
the
synthesis
diverse
3-sulfenylquinoxalin-2(1H)-ones.
Advanced Synthesis & Catalysis,
Journal Year:
2019,
Volume and Issue:
361(23), P. 5490 - 5498
Published: Sept. 16, 2019
Abstract
An
efficient
approach
using
a
photocatalytic
strategy
for
C−H
perfluoroalkylation
of
quinoxalinones
under
aerobic
oxidation
condition
has
been
developed.
Such
transformation
employs
readily
available
sodium
perfluoroalkanesulfinates
as
reagents
and
demonstrates
good
functional
group
compatibility,
affording
corresponding
products
in
moderate
to
yields.
Compared
with
previous
procedures,
this
protocol
uses
oxygen
oxidant,
avoids
the
use
external
additive.
A
radical
mechanism
is
involved
reaction.
magnified
image
Advanced Synthesis & Catalysis,
Journal Year:
2020,
Volume and Issue:
362(20), P. 4256 - 4292
Published: Aug. 4, 2020
Abstract
This
review
summarizes
the
progress
in
fluorination
and
fluoroalkylation
of
electron‐rich
systems
with
diverse
fluorine
(F)
fluoroalkyl
(R
fn
)
reagents
employing
hypervalent
iodine
compounds
as
initiators
last
few
decades.
Because
strong
electrophilicity,
high
oxidizing
properties,
low
toxicity,
air
moisture
stability,
ready
availability,
ease
handling,
mild
reaction
conditions,
have
been
widely
utilized
modern
organic
chemistry.
In
particular,
use
to
initiate
C−F
C−R
=CF
2
H,
CF
3
,
perfluoroalkyl,
OCH
SCF
SeCF
etc)
bond
formation
has
increasingly
developed.
these
reactions,
behave
powerful
oxidants
or
electrophiles
activate
fluorination/fluoroalkylation
reagents,
transition‐metal
catalysts,
substrates
situ
form
electrophilic
radical
intermediates,
which
subsequently
participate
fluorination,
difluoromethylation,
trifluoromethylation,
perfluoroalkylation,
trifluoroethoxylation,
fluoroalkylthiolation,
trifluoromethylselenolation
others
under
conditions.
Although
great
achievements
made
this
area,
they
are
just
initial
phase
still
require
a
wide
scope
for
improvement.
It
is
anticipated
that
will
draw
much
attention
from
chemistry
community
inspire
more
contributions
development
new
hypervalent‐iodine‐mediated
reactions.
magnified
image
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
Advanced Synthesis & Catalysis,
Journal Year:
2019,
Volume and Issue:
362(1), P. 230 - 241
Published: Nov. 15, 2019
Abstract
The
first
example
of
rapidly
three‐component
cascade
reaction
quinoxalinones
with
unactivated
alkenes
and
TMSN
3
under
mild
condition
has
been
described.
This
approach
provides
a
practical
solution
for
the
rapid
modification
enables
new
planning
strategies
synthesis
bioactive
organoazides.
A
radical
mechanism
is
responsible
this
transformation.
magnified
image
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.
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 Synthesis and Catalysis,
Journal Year:
2021,
Volume and Issue:
2(2), P. 233 - 236
Published: April 8, 2021
An
electrochemical
transient
iodination
and
coupling
reaction
has
been
designed
for
constructing
selenylated
4-anilinocoumarins
via
the
domino
reactions
of
diorganyl
diselenides
under
base-,
chemical
oxidant-
external
electrolyte-free
conditions.
