Asian Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 30, 2024
Abstract
An
efficient,
practical,
and
scalable
Cs
2
CO
3
‐catalyzed
[4+2]
annulation
reaction
between
ynones
acetates
is
presented,
wherein
serve
as
the
four‐atom
partners.
This
methodology
facilitates
synthesis
of
substituted
2‐pyrones
with
yields
ranging
from
good
to
excellent.
The
ready
availability
starting
materials,
coupled
simplicity
protocol,
renders
this
approach
highly
amenable
preparation
a
diverse
range
2‐pyrones.
Furthermore,
feasibility
on
gram
scale
its
application
in
potent
selective
cyclooxygenase‐2
inhibitor
underscore
practical
significance
utility
method.
ACS Catalysis,
Journal Year:
2023,
Volume and Issue:
13(9), P. 5819 - 5827
Published: April 13, 2023
The
direct
acyl
Sonogashira
cross-coupling
of
carboxylic
acids
with
terminal
alkynes
has
been
achieved
through
Pd/Cu
cooperative
catalysis.
In
this
reaction,
the
readily
available
act
as
source
for
coupling
various
to
produce
highly
valuable
ynones
in
good
high
yields.
reaction
features
chemoselectivity
and
functional
group
tolerance.
offers
access
versatile
silyl-ynones.
late-stage
modification
bioactive
molecules
gram-scale
experiments
highlight
synthetic
value
organic
synthesis.
method
enables
preparation
directly
from
absence
C(acyl)–C(sp)
decarbonylation.
Organic Chemistry Frontiers,
Journal Year:
2021,
Volume and Issue:
8(21), P. 6032 - 6037
Published: Jan. 1, 2021
A
visible
light
photocatalyzed
or
metal-catalyzed
three-component
cyanoalkylsulfonylation
of
1-(allyloxy)-2-(1-arylvinyl)benzenes,
potassium
metabisulfite
and
cyclobutanone
oxime
esters
is
developed.
Chemical Communications,
Journal Year:
2020,
Volume and Issue:
56(29), P. 4078 - 4081
Published: Jan. 1, 2020
A
novel
method
for
the
synthesis
of
3-(2-quinolyl)
chromones
through
a
tandem
[3+2]
cycloaddition/ring-opening/O-arylation
from
ynones
and
quinoline
N-oxides
has
been
developed.
This
protocol
proceeds
under
transition
metal-
additive-free
conditions
can
be
amplified
to
gram
level
in
91%
yield.
3-(1-Isoquinolyl)
3-(2-pyridyl)
are
also
successfully
synthesized
using
isoquinoline
pyridine
basic
conditions.
Various
heteroarene-contaning
were
afforded
30-98%
yields,
which
difficult
obtained
compounds
interest
pharmaceutical
chemistry
chemical
biology.
RSC Advances,
Journal Year:
2024,
Volume and Issue:
14(42), P. 31072 - 31116
Published: Jan. 1, 2024
This
article
describes
recent
advances
in
one-pot
chemoselective
reactions
and
their
mechanism
insights.
Here,
the
substrate,
catalyst,
solvent,
temperature
play
a
vital
role
modulating
chemoselectivity.
Chemical Communications,
Journal Year:
2019,
Volume and Issue:
56(8), P. 1183 - 1186
Published: Dec. 16, 2019
An
effective
annulation
of
ynones
and
(iso)quinoline
N-oxides
was
developed
to
divergently
prepare
3-((iso)quinolin-1-yl)-4H-chromen-4-ones
13H-isoquinolino[2,1-a]quinolin-13-ones
under
transition-metal-free
conditions.
Organic & Biomolecular Chemistry,
Journal Year:
2019,
Volume and Issue:
17(32), P. 7461 - 7467
Published: Jan. 1, 2019
A
transition-metal-free
approach
was
developed
to
synthesize
chromones
from
o-bromoaryl
ynones
and
benzaldehyde
oxime
by
sequential
C–O
bond
formation.
The Journal of Organic Chemistry,
Journal Year:
2020,
Volume and Issue:
86(1), P. 169 - 177
Published: Nov. 30, 2020
A
simple
and
effective
annulation
of
ynediones
(iso)quinoline
N-oxides
was
developed
to
afford
various
functionalized
pyrrolo[2,1-a]isoquinolines
pyrrolo[1,2-a]quinolines
in
moderate
excellent
yields.
This
protocol
underwent
a
tandem
[3
+
2]
cycloaddition/ring-opening/N-nucleophilic
addition,
which
exhibited
high
regioselectivity,
broad
substrate
tolerance,
atom
economy
under
catalyst-,
additive-free,
air
conditions.
Moreover,
indolizine
also
successfully
prepared
using
pyridine
N-oxide.
Green Chemistry,
Journal Year:
2020,
Volume and Issue:
22(8), P. 2370 - 2374
Published: Jan. 1, 2020
Benzonitriles
and
cyanofluorenes
have
been
rapidly
obtained
via
the
[3
+
3]
benzannulation
of
readily
available
alkynones
α-cyanocrotonates
using
KOtBu
as
only
reagent
EtOH
(and
CO2)
is
by-product.
Chemical Communications,
Journal Year:
2020,
Volume and Issue:
56(87), P. 13457 - 13460
Published: Jan. 1, 2020
The
efficiency
and
selectivity
of
annulation
reactions
are
often
difficult
to
control
in
the
presence
multiple
potential
reactive
centers,
like
case
allylic
sulfur
ylides
(ASY).
Here,
we
describe
a
novel
base
mediated
[3+3]
benzannulation
ASY
readily
available
alkynones,
which
accomplishes
regioselective
formation
multisubstituted
thioanisoles,
highly
sought
after
chemical
scaffolds.
A
new
reactivity
pattern
has
been
unearthed,
where
it
acted
as
both
3C
component
source
benzannulation.
Use
widely
base,
operational
simplicity
broad
substrate
scope
additional
salient
features
conversion.
