The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 25, 2025
Herein,
we
report
novel
p-TSA·H2O-catalyzed
ring-opening
reactions
of
isatins
with
N-alkylureas,
allowing
access
to
spiro-quinazolines
excellent
substrate
scope
and
good
yields.
Introducing
N,N-dialkylureas,
2,4-thiazolidinedione,
or
rhodamine
into
the
leads
a
distinct
set
three-component
reactions,
yielding
innovative
incorporating
sulfur
atoms.
Notably,
protocol
achieves
superior
level
atomic
economy,
water
as
sole
byproduct.
The Journal of Organic Chemistry,
Journal Year:
2019,
Volume and Issue:
84(5), P. 2984 - 2990
Published: Feb. 4, 2019
The
cascade
reactions
between
NH2-functionalized
enaminones
and
sulfonyl
hydrazines
have
been
developed
for
the
synthesis
of
fully
substituted
pyrazoles.
By
making
use
hydrophilic
primary
amino
group
in
enaminones,
proceed
well
medium
pure
water
presence
molecular
iodine,
TBHP,
NaHCO3
via
C-H
sulfonylation
pyrazole
annulation.
cleavage
C–N
bond
is
confirmed
by
experiment
using
15N-labeled
enaminone.
Organic Letters,
Journal Year:
2022,
Volume and Issue:
24(5), P. 1146 - 1151
Published: Feb. 3, 2022
A
novel
photo-thermo-mechanochemical
approach
to
assembling
quinolines
catalyzed
by
iron(II)
phthalocyanine
has
been
realized
for
the
first
time.
This
transformation
features
a
cost-efficient
catalytic
system
and
operational
simplicity,
is
free
of
solvent,
shows
good
substrate
tolerance,
providing
green
alternative
existing
thermal
approaches.
Mechanistic
experiments
demonstrate
that
in-situ-formed
secondary
amine
may
be
key
intermediate
further
cyclization/aromatization
process.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(10), P. 1622 - 1627
Published: March 3, 2023
A
cascade
oxidative
annulation
reaction
of
heterocyclic
ketene
aminals
(HKAs)
with
internal
alkynes
catalyzed
by
[Cp*RhCl2]2
and
oxidized
Cu(OAc)2·H2O
was
developed
to
efficiently
synthesize
highly
functionalized
benzo[de]chromene
derivatives
in
good
excellent
yields.
The
proceeded
the
sequential
cleavage
C(sp2)-H/O-H
C(sp2)-H/C(sp2)-H
bonds.
These
multicomponent
reactions
were
regioselective.
In
addition,
all
products
exhibited
intense
fluorescence
emission
solid
state,
they
demonstrated
concentration-dependent
quenching
presence
Fe3+,
indicating
that
these
compounds
could
be
used
recognition
Fe3+.
Asian Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
13(5)
Published: Feb. 16, 2024
Abstract
Fused
quinolines
have
gained
substantial
attention
due
to
their
significant
biological
and
wide‐spectrum
synthetic
applications.
This
review
supplies
an
encyclopedic
document
regarding
the
approaches
developed
for
synthesis
of
fused‐cyclic
based
on
ring
volume
size
reported
thus
far.
collected
information
will
be
valuable
medicinal
chemists
obtain
knowledge
designing
new
in
order
access
active
compounds.
The Journal of Organic Chemistry,
Journal Year:
2019,
Volume and Issue:
84(19), P. 12301 - 12313
Published: Sept. 4, 2019
A
copper-catalyzed
protocol
for
the
construction
of
various
2-aryl(alkyl)-3-acylquinolines
or
3-arylquinolines
using
readily
available
anthranils
and
1,3-diketones
aldehydes
as
starting
materials
is
reported
herein.
Dioxygen
sole
oxidant
hexafluoroisopropanol
solvent
play
an
important
role
in
both
procedures.
This
ring-opening/reconstruction
strategy
involving
N–O
bond
cleavage
C–N/C–C
formation
features
high
yields
broad
substrate
scope.
ACS Omega,
Journal Year:
2019,
Volume and Issue:
4(5), P. 8046 - 8055
Published: May 2, 2019
A
volatile
organic
solvent-free
and
choline
chloride
(ChCl)-based
deep
eutectic
system
(DES)-mediated
sp3-CH
functionalization
of
acetophenones
1
with
benzyl
alcohols
2
to
the
corresponding
α,
β-saturated
ketones
3
is
accounted
for.
The
domino
dehydrogenation–aldol
condensation
(hydrogenation
borrowing
concept)
has
been
successfully
attempted
palladium-tetrakis(triphenylphosphine)
[Pd(PPh3)4]
catalyst–xantphos
ligand
combination.
Furthermore,
a
sequential
Friedländer
reaction
2-aminobenzophenone
4
palladium-catalyzed
α-alkylation
quinolinyl
methyl
ketone
in
ChCl-based
DES
have
investigated.
C–C
bond
formation
through
involves
wide
scope
substrates,
high
atom
efficiency,
chemoselectivity,
environmentally
friendly
strategy.
Green Chemistry,
Journal Year:
2019,
Volume and Issue:
21(6), P. 1505 - 1516
Published: Jan. 1, 2019
A
procedure
was
developed
for
the
synthesis
of
fluorinated
2-aminopyridines
based
on
reactions
1,1-enediamines,
benzaldehydes
and
1,3-dicarbonyl
compounds.
Organic Letters,
Journal Year:
2021,
Volume and Issue:
23(8), P. 3032 - 3037
Published: April 1, 2021
A
base-promoted
unprecedented
strategy
for
the
regioselective
and
chemoselective
divergent
synthesis
of
highly
functionalized
aposafranones
their
N-oxides
has
been
developed
from
[3
+
3]
annulation
enaminones
with
o-fluoronitrobenzenenes.
This
novel
synthetic
offers
an
alternative
method
construction
are
meaningful
in
fields
both
biology
organic
synthesis.
The
established
protocol
explores
scope
enaminones,
it
expands
application
nitro-based
cyclization.
Organic Letters,
Journal Year:
2021,
Volume and Issue:
23(17), P. 6866 - 6871
Published: Aug. 19, 2021
A
novel
protocol
for
the
preparation
of
functionalized
9-azabicyclo[3.3.1]nonane
(ABCN)
derivatives
from
3-formylchromones,
enaminones,
and
heterocyclic
ketene
aminals
(HKAs)
through
an
unprecedented
cascade
reaction
has
been
developed
by
simply
refluxing
mixture
substrates
1–3.
As
a
result,
series
ABCNs
were
produced
very
complex
reaction.
This
can
be
used
in
synthesis
that
are
suitable
combinatorial
parallel
syntheses
ABCN
natural-like
products
one-pot
