Advances in gold catalyzed synthesis of quinoid heteroaryls
RSC Advances,
Год журнала:
2024,
Номер
14(29), С. 21047 - 21064
Опубликована: Янв. 1, 2024
Synthesis
of
quinoid
heteroaryls
via
gold-catalyzed
cascade
protocols:
recent
advances
and
methodologies.
Язык: Английский
Fluorination of α-Imino Gold Carbenes to Access C3-Fluorinated Aza-Heterocycles
ACS Catalysis,
Год журнала:
2023,
Номер
13(7), С. 4391 - 4397
Опубликована: Март 16, 2023
Reported
herein
is
the
fluorination
of
α-imino
gold
carbenes,
generated
in
situ
from
azidoalkynes,
to
access
substituted
C3-fluorinated
quinolones
and
indoles.
The
methodology
has
been
applied
for
synthesizing
quinolone-
quinoline-based
natural
products,
including
pseudanes
(4
representative
examples),
chimanine
A,
graveolinine.
Mechanistic
investigations,
NMR
SC-XRD
analysis,
reveal
that
NEt3·3HF
reacts
with
catalyst
generate
a
phosphine-ligated
fluoride-bridged
binuclear
complex
which
then
generates
active
this
reaction.
Язык: Английский
Construction of the quinobenzoxazine coreviagold-catalyzed dual annulation of azide-tethered alkynones with anthranils
Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
21(10), С. 2127 - 2137
Опубликована: Янв. 1, 2023
A
new
catalytic
method
for
the
construction
of
quinobenzoxazine
core
has
been
developed
employing
gold-catalyzed
cyclization
o-azidoacetylenic
ketones
in
presence
anthranils.
The
overall
process
comprises
a
6-endo-dig
cyclisation
ketone
leading
to
α-imino
gold
carbene
and
subsequent
transfer
anthranil
3-aryl-imino-quinoline-4-one
intermediate,
which
undergoes
6π-electrocyclization
aromatization
form
central
core.
This
transformation
provides
approach
diverse
array
structures,
addition
being
scalable
having
mild
reaction
conditions.
Язык: Английский
Synthesis of acridinesviacopper-catalyzed amination/annulation cascades between arylboronic acids and anthranils
Organic & Biomolecular Chemistry,
Год журнала:
2022,
Номер
20(48), С. 9742 - 9745
Опубликована: Янв. 1, 2022
The
direct
conversion
of
aryl
boronic
acids
and
anthranils
to
acridines
has
been
realized
herein,
via
the
catalysis
copper
species
under
acidic
conditions.
Язык: Английский
Synthesis, characterization, and crystal structure of 2-(2-azidophenyl)-3-oxo-3H-indole 1-oxide
Acta Crystallographica Section E Crystallographic Communications,
Год журнала:
2024,
Номер
80(3), С. 310 - 313
Опубликована: Фев. 20, 2024
An
attempt
to
explore
the
reactivity
of
nitro
group
in
presence
gold
catalysis
comparison
azide
yielded
intriguing
results.
Surprisingly,
only
exhibited
reactivity,
ultimately
giving
rise
formation
title
isatogen,
C
14
H
8
N
4
O
2
.
In
crystal
structure,
weak
C—H...O
hydrogen
bonds
and
π–π
stacking
interactions
link
molecules.
The
structure
exhibits
disorder
molecule.
Язык: Английский
Synthesis of spiroindolenines through a one-pot multistep process mediated by visible light
Beilstein Journal of Organic Chemistry,
Год журнала:
2024,
Номер
20, С. 2722 - 2731
Опубликована: Окт. 29, 2024
Spiro-heterocyclic
indolenines
are
privileged
scaffolds
widely
present
in
numerous
indole
alkaloids.
Here,
we
develop
a
novel
approach
for
the
one-pot
multistep
synthesis
of
different
spiro[indole-isoquinolines].
The
protocol
proposed
involves
visible
light
mediated
oxidation
N
-aryl
tertiary
amines
using
bromochloroform
with
generation
reactive
iminium
species,
which
reacts
an
isocyanide
and
electron-rich
aniline
three-component
Ugi-type
reaction
to
give
α-aminoamidine.
This
compound
might
undergo
additional
light-mediated
furnish
second
intermediate,
acts
as
electrophile
intramolecular
electrophilic
aromatic
substitution
giving
final
spiro-indolenine.
scope
process
has
been
investigated
respect
all
three
components.
Simple
operations,
mild
conditions,
good
yields
make
this
strategy
convenient
sustainable
way
obtain
spiro-indolenine
derivatives.
Язык: Английский