Brønsted Acid Mediated Mono- and Di-substitution of Quinoxalines with Indoles: A Pathway to Indolocarbazole-Quinoxaline Scaffolds
Chemical Communications,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
A
versatile
and
efficient
protocol
for
the
mono-
di-substitution
of
quinoxalines
with
indoles
has
been
developed,
offering
a
direct
pathway
to
indolocarbazole-quinoxaline
scaffolds.
By
optimizing
reaction
conditions,
selective
coupling
at
C-2
C-3
positions
diverse
indole
derivatives
was
achieved
under
transition
metal-free
conditions.
Substrate
scope
evaluation
revealed
broad
functional
group
tolerance
synthetic
utility
demonstrated
by
gram-scale
synthesis
subsequent
cyclization
into
novel
indolocarbazole-quinoxalines.
Mechanistic
studies
suggest
an
ionic
pathway,
highlighting
potential
this
method
constructing
biologically
relevant
heterocyclic
architectures.
Язык: Английский
Lewis Acid-Mediated Isothiocyanation and Chlorination of Quinoxalin-2(1H)-ones under Visible Light Conditions
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(15), С. 10760 - 10772
Опубликована: Июль 11, 2024
Lewis
acid-mediated
selective
C3-isothiocyanation
of
quinoxalin-2(1
Язык: Английский
Sustainable N-Formylation of Anilines: Harnessing Aleuritic Acid as a Renewable Formyl Source
Synlett,
Год журнала:
2024,
Номер
35(20), С. 2503 - 2507
Опубликована: Авг. 15, 2024
Abstract
N-Formylation
of
anilines
using
a
renewable
aleuritic
acid
as
an
eco-friendly
and
sustainable
formylating
source
has
been
developed.
para-Substituted
generally
provided
good
yields,
while
moderate
yields
were
observed
with
meta-
ortho-substituted
derivatives.
In
situ
generated
formic
through
oxidative
cleavage
serve
formyl
source,
which
confirmed
control
experiments.
Язык: Английский
Acid‐Promoted Self‐Photocatalyzed Regioselective Oxidation: A Novel Strategy for Accessing Quinoxaline‐2,3‐diones
Chemistry - A European Journal,
Год журнала:
2024,
Номер
30(68)
Опубликована: Авг. 29, 2024
Abstract
Disclosed
here
is
an
efficient
approach
for
the
preparation
of
quinoxaline‐2,3‐diones
using
air
(O
2
)
as
a
green
oxidant
via
acid‐promoted
self‐photocatalyzed
regioselective
oxidation
quinoxalin‐2(1
H
)‐ones
at
C‐3
position.
This
protocol
presents
novel
synthetic
route
quinoxaline‐2,3‐dione
derivatives,
featuring
mild
reaction
conditions,
simple
operation,
and
wide
range
substrates,
without
need
external
photocatalysts,
metal
reagents,
strong
oxidants.
Язык: Английский