A
sustainable
photocatalytic
approach
has
been
established
for
trifluoroalkylation
of
isoquinoline
via
a
three-component
Minisci-type
reaction
using
green
solvent.
The
polarity
reversal
radical
cascade
strategy
renders
the
selective
addition
an
electrophilic
CF
The
N-heterocyclic
carbene
(NHC)-catalyzed
umpolung
of
aldimines
using
quinoxalin-2-ones
for
intermolecular
reactions
is
demonstrated.
Specifically,
NHC-catalyzed
cross-coupling
with
isatins
proceeds
via
the
generation
aza-Breslow
intermediates
by
addition
to
C═N
moiety
quinoxalinones
followed
interception
afford
diverse
oxindoles
in
moderate
good
yields
and
functional
group
compatibility.
Moreover,
detailed
mechanistic
studies
involving
isolation
characterization
imidoyl
azoliums
(oxidized
form
intermediates)
are
provided.
Considering
significance
scaffolds
bearing
both
quinoxalin-2-one
oxindole
moieties
medicine
natural
products,
synthesized
molecules
employing
imine
strategy
likely
find
promising
applications.
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 24, 2025
Pd-catalyzed
photochemical
reductive
alkylation
of
quinoxalin-2(1H)-ones
and
dibenzoxazepines
with
readily
available
alkyl
bromides
has
been
developed.
The
dependence
oxidative
chemoselectivity
on
the
nature
base
was
established.
A
variety
primary,
secondary,
tertiary
halides
have
successfully
employed
in
this
transformation,
which
features
a
wide
substrate
scope
under
mild
reaction
conditions
is
also
applicable
to
dibenzoxazepines.
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
27(19)
Опубликована: Апрель 12, 2024
Abstract
A
simple
strategy
to
3‐acylated
quinoxalin‐2(1
H
)‐ones
via
a
photo‐induced
cross‐dehydrogenative
coupling
of
with
commercially
available
aldehyde
under
metal
free
conditions
without
an
external
photocatalyst
was
developed.
In
this
transformation,
various
were
generated
in
high
yields
good
functional‐group
tolerance.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(15), С. 11083 - 11087
Опубликована: Июль 24, 2024
A
novel
approach
for
the
acylation
of
azauracil
derivatives
with
aldehydes
has
been
developed
utilizing
sodium
decatungstate
(NaDT)
as
a
photocatalyst.
This
method
demonstrates
broad
substrate
tolerance
and
yields
moderate
to
excellent
outcomes.
Notably,
it
aligns
green
chemistry
principles
by
eliminating
oxidants,
eco-friendly
energy
sources,
offering
high
scalability
operational
simplicity.
A
sustainable
photocatalytic
approach
has
been
established
for
trifluoroalkylation
of
isoquinoline
via
a
three-component
Minisci-type
reaction
using
green
solvent.
The
polarity
reversal
radical
cascade
strategy
renders
the
selective
addition
an
electrophilic
CF