Synthetic Communications,
Год журнала:
2020,
Номер
51(5), С. 709 - 719
Опубликована: Ноя. 26, 2020
An
unprecedented
method
for
the
synthesis
of
2-(prop-2-yn-1-ylidene)-2,3-dihydro-1,4-thiazepines
from
N-(2,4-pentadiynyl)
β-enaminones
is
reported.
Upon
treatment
with
Lawesson's
reagent,
were
thionated
to
furnish
β-enaminothiones,
which
immediately
underwent
7-exo-dig
cyclization
generate
in
one-pot.
A
general
trend
was
observed
various
and
proceeded
broad
functional
group
tolerance.
This
operationally
easy
may
provide
quick
access
a
library
functionalized
1,4-thiazepines
field
pharmaceutical
chemistry.
Organic Letters,
Год журнала:
2019,
Номер
21(14), С. 5457 - 5461
Опубликована: Июль 8, 2019
An
effective
base-controlled
divergent
annulation
reaction
of
2-bromophenylacetonitriles
and
ynones
has
been
developed.
Various
functionalized
5-cyanobenzoxepines
benzofuro[2,3-b]pyridines
were
obtained
with
a
broad
substrate
scope
high
regioselectivity
in
moderate
to
excellent
yield.
Of
importance,
an
unexpected
O-rearrangement
access
was
observed
using
1,8-diazabicyclo[5.4.0]undec-7-ene
(DBU)
as
the
base,
possible
mechanism
supported
by
18O-labeled
experiments.
In
addition,
gram-scale
synthesis
further
transformation
product
studied.
The Journal of Organic Chemistry,
Год журнала:
2018,
Номер
83(15), С. 8376 - 8389
Опубликована: Июнь 24, 2018
An
efficient,
general,
and
unprecedented
methodology
for
the
synthesis
of
2-methylene-2,3-dihydro-1,4-thiazepines
from
N-propargylic
β-enaminones
is
described.
Initially,
were
thionated
with
Lawesson's
reagent
in
good
to
high
yields,
then
resulting
β-enaminothiones
subjected
electrophilic
cyclization.
When
treated
zinc
chloride
refluxing
chloroform,
underwent
cyclization
yield
yields.
A
general
trend
was
observed
all
β-enaminothiones,
proceeded
efficiency
large
functional
group
tolerance.
This
process
also
applicable
internal
alkyne-tethered
β-enaminothiones.
operationally
simple
facile
method
may
represent
a
very
rapid
entry
library
functionalized
1,4-thiazepines
area
pharmaceuticals.
The Journal of Organic Chemistry,
Год журнала:
2021,
Номер
86(9), С. 6289 - 6304
Опубликована: Апрель 19, 2021
A
one-pot
two-step
protocol
for
the
synthesis
of
2-acetyl-1H-pyrroles
from
N-propargylic
β-enaminones
was
described.
When
treated
with
zinc
chloride
in
refluxing
chloroform,
produced
situ
2-methylene-2,3-dihydro-1,4-oxazepines,
which,
upon
further
methanol
chloride,
afforded
2-acetyl-1H-pyrroles.
The
process
found
to
be
general
a
wide
variety
and
yielded
diverse
range
good
high
yields
large
substrate
scope
functional
group
tolerance.
This
operationally
easy
method
may
provide
rapid
access
functionalized
pharmacological
interest.
Organic & Biomolecular Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
A
simple
methodology
for
the
synthesis
of
bicyclic
6,7-dihydrofuro[3,4-
c
]pyridines
is
reported.
The
skeletal
diversity
synthesized
heterobicyclic
frame
may
present
new
nitrogen-
and
oxygen-based
hybrid
systems
medicinal
chemistry.
Research Square (Research Square),
Год журнала:
2025,
Номер
unknown
Опубликована: Май 22, 2025
Abstract
In
order
to
improve
MnMoO4
photocatalytic
capabilities
for
the
degradation
of
hazardous
wastewater
and
organic
catalysis
applications,
this
work
proposes
a
green
production
method.
Precursor
solutions
molybdenum
manganese
produced
are
prepared
as
part
synthesis
process.
The
ability
synthesized
catalyst
degrade
effluents
in
presence
visible
light
is
demonstrated
by
testing.
performance
compounds
environmental
remediation
can
be
further
enhanced
optimizing
settings
parameters.
This
followed
solution
combustion
method
calcination
Phase
purity,
morphology,
functional
groups
confirmed
characterization
methods
such
X-ray
diffraction
(XRD),
Fourier-transform
infrared
spectroscopy
(FTIR),
ultraviolet
(UV),
photoluminescence
(PL),
scanning
electron
microscopy
(SEM),
transmission
(TEM).
By
tackling
contamination
developing
sustainable
catalytic
processes,
study
advances
development
effective
materials.
Under
irradiation,
Rose
Bengal
(RB)
was
subjected
an
aqueous
media.
91%
rate
attained
while
researching
dye's
activity.
β-enaminone
reaction
examined
determine
if
could
catalyse
it.
Aniline
dimedone
were
used
model
reactants
optimization
studies
reaction,
TLC
detect
emergence
contaminants.
European Journal of Organic Chemistry,
Год журнала:
2019,
Номер
2019(31-32), С. 5175 - 5179
Опубликована: Апрель 25, 2019
A
simple
zinc
chloride
mediated
cyclization
of
ynamidyl
N
‐carbamates
or
2‐ynamidyl‐(hetero)arylcarboxylates
is
achieved
under
mild
reaction
conditions,
leading
to
the
synthesis
useful
heterocyclic
scaffolds,
3
H
‐oxazol‐2‐ones
and
pyrrolo‐oxazin‐1‐ones,
with
good
yields.
The Journal of Organic Chemistry,
Год журнала:
2020,
Номер
85(7), С. 4937 - 4950
Опубликована: Март 10, 2020
A
facile
and
efficient
method
for
the
synthesis
of
3-[(4-nitrophenyl)thio]-substituted
4-methylene-1-pyrrolines
is
described.
When
treated
with
4-nitrobenzenesulfenyl
chloride
in
refluxing
acetonitrile,
N-propargylic
β-enaminones
produced
α-sulfenylated
β-enaminones,
which,
presence
sodium
hydride
or
cesium
carbonate,
underwent
nucleophilic
cyclization
to
afford
4-methylene-3-[(4-nitrophenyl)thio]-1-pyrrolines
good
high
yields.
It
was
shown
first
time
that
on
β-enaminone
systems,
α-sulfenylation
dominates
over
formation
thiirenium
ion.
This
one-pot
two-step
process
found
be
general
a
variety
demonstrated
tolerance
diversity
aromatic
heteroaromatic
groups
electron-withdrawing
electron-donating
substituents.
also
applicable
internal
alkyne-tethered
β-enaminones.
The
enrichment
1-pyrroline
core
an
aryl
sulfide
moiety
might
exhibit
potential
molecules
pharmacological
interest.
Advanced Synthesis & Catalysis,
Год журнала:
2020,
Номер
362(4), С. 964 - 968
Опубликована: Янв. 3, 2020
Abstract
Recyclable
supported
Au
nanoparticles
on
TiO
2
catalyze
the
cyclization
of
N
‐propargyl
or
‐homopropargyl
β‐enaminones
followed
by
dehydrogenation
(aromatization)
leading
to
substituted
3‐keto
pyridines
4‐picolines
in
very
good
yields.
This
pathway
is
contrast
their
known
presence
Au(I)
Au(III)
catalysts
which
provides
1,4‐oxazepines,
instead.
The
enaminones
are
formed
situ
upon
mixing
a
conjugated
allenone
allenyl
ester
with
alkynylamine,
thus
pyridine‐forming
transformation
typically
one
pot
process.
magnified
image
