Abstract
We
have
successfully
synthesized
a
new
acidic
surfactant
named
C
18
‐DABCO‐AA,
which
contains
octadecyl
and
acetic
acid
substituent
on
DABCO
(1,4‐diazabicyclo
[2.2.2]
octane)
unit,
with
an
excellent
yield.
The
was
analyzed
using
FT‐IR,
1
H
NMR,
13
NMR
spectroscopic
techniques.
Its
thermal
behavior
by
the
TGA–DTA
technique.
Our
analysis
indicates
that
has
properties.
critical
micelle
concentration
(CMC)
is
0.80
mM
as
determined
conductivity
method
UV–vis
absorption
measurement
at
298.15
K.
Surfactant
also
showed
strong
properties
p
K
of
3.3.
It
best
catalyst
for
synthesis
2,3‑dihydroquinazolin‑4(1
)‐ones
(DHQs)
in
water
40
°C.
achieved
via
two‐component
reactions
various
aromatic
aldehydes
anthranilamide
CMC
‐DABCO‐AA.
extended
synthesizing
DHQs
different
ketones
under
similar
reaction
conditions.
products
were
yields
ranging
from
good
to
within
60–90
min.
Additionally,
aqueous
solution
‐DABCO‐AA
reused
up
five
times
minor
decrease
product
present
protocol
fast,
energy‐efficient,
can
be
used
large
scale
synthetic
purposes.
it
boasts
impressive
environmentally
friendly
credentials.
Chinese Journal of Chemistry,
Год журнала:
2023,
Номер
41(24), С. 3751 - 3771
Опубликована: Сен. 4, 2023
Comprehensive
Summary
Fused
polycyclic
N
‐heterocycles
are
very
important
scaffolds
in
biomedicinal
chemistry
and
materials
science.
Intramolecular
alkyne
hydroamination
is
a
powerful
method
for
the
construction
of
‐heterocycles.
In
last
two
decades,
copper‐catalyzed
domino
reactions
based
on
intramolecular
has
emerged
as
robust
strategy
assembling
various
fused
Great
progress
been
achieved
this
area.
This
short
review
covers
advances
made
synthesis
from
2008
to
2023,
will
hopefully
serve
an
inspiration
towards
exploration
new
versions
transformation.
The
transformations
introduced
discussed
five
aspects
according
different
key
processes
involved
these
reactions.
Mini-Reviews in Medicinal Chemistry,
Год журнала:
2023,
Номер
24(8), С. 793 - 843
Опубликована: Сен. 14, 2023
Heterocyclic
derivatives
serve
as
the
fundamental
components
of
both
natural
and
synthetic
drugs.
Enaminones
play
a
crucial
role
foundational
units
in
synthesis
numerous
bioactive
heterocyclic
compounds,
including
pyrazoles,
pyridines,
oxazoles,
isoxazoles,
well
fused
structures
like
indoles,
carbazoles,
quinolines,
acridines,
phenanthridines.
These
diverse
rings
are
well-known
for
their
various
therapeutic
activities,
encompassing
anticancer,
anti-inflammatory,
antimicrobial,
antidepressant,
antiviral
properties.
By
reacting
with
nitrogenbased
nucleophiles,
enaminones
can
generate
azoles,
azines,
systems.
This
study
focuses
on
recent
advancements
enaminone
reactions
(a)
nitrogen-based
such
aliphatic
amines,
aniline,
hydroxylamine,
hydrazine
derivatives,
guanidine
urea,
thiourea
(b)
electrophiles,
diazonium
salts.
have
led
to
wide
range
compounds
from
2010
end
2022.
Synthetic Communications,
Год журнала:
2024,
Номер
54(6), С. 491 - 503
Опубликована: Фев. 10, 2024
By
using
easily
accessible
heterocyclic
enamines,
acetaldehyde
(or
formaldehyde)
and
primary
amines
as
suitable
precursors,
a
water-assisted
three-component
synthesis
of
new
3-oxothiazolo[3,2-c]pyridimines
has
been
efficiently
achieved
in
mild
semi-aqueous
medium.
All
the
cyclization
reactions
under
optimized
catalyst-free
conditions
furnish
target
compounds
40–100%
yields.
Although
cyclizations
with
arylamines
presence
formaldehyde
yield
moderate
to
good
yields,
certain
involving
aryl
do
not
result
any
product
formation.
Structural
characterization
all
products
were
performed
by
means
FT-IR,1H
13C
NMR
HRMS
analyses.
Besides,
some
demonstrated
bacteriostatic
effects
antibacterial
study
conducted
against
S.
aureus
epidermidis
bacteria.
Abstract
A
one‐pot
multi‐component
pathway
is
reported
to
synthesize
novel
spiro‐(1,8)‐naphthyridine
derivatives
in
good
excellent
yields
via
the
condensation
reaction
of
isatin
derivatives,
malononitrile
dimer
and
enamine
derivatives.
In
polyethylene
glycol‐400
at
80
°C,
more
than
30
products
spiro‐(1,8)‐naphthyridines
were
synthesized
up
95
%
with
only
water
as
a
by‐product.
Separation
was
performed
efficiently
no
additional
operation
needed
for
purification
products,
except
that,
some
cases,
recrystallization
done.
Moreover,
new
spiro‐dihydropyrimidines
when
(or
methyl/ethyl‐2‐cyanomalonate)
employed
instead
enamines.
Abstract
The
C=C
double
bond
cleavage
of
enaminones
has
been
accomplished
in
the
presence
methyl
sulfonyl
azide
(MSA)
to
provide
α‐hydroxyl
ketones
via
reaction
with
water.
major
process
reactions
consists
formation
a
key
α‐diazoketone
intermediate
resulting
from
enaminone‐azide
annulation,
and
successive
decomposition.
Totally
22
have
synthesized
yield
range
43
%–83
%.
Chemical Communications,
Год журнала:
2024,
Номер
60(27), С. 3701 - 3704
Опубликована: Янв. 1, 2024
The
synthesis
of
3-aminopyrrole
using
the
amination
reagent
nitrosoarenes
and
homopropargylic
amines
catalyzed
by
I
2
through
cyclization
has
been
developed.
Chemistry - A European Journal,
Год журнала:
2024,
Номер
unknown
Опубликована: Июль 27, 2024
Tetrahydropyridazines
constitute
an
important
structural
motif
found
in
numerous
natural
products
and
pharmaceutical
compounds.
Herein,
we
report
aminoacylation
reaction
of
alkenes
that
enables
the
synthesis
1,4,5,6-tetrahydropyridazines
through
cooperative
N-heterocyclic
carbene
(NHC)
photoredox
catalysis.
This
approach
involves
6-endo-trig
cyclization
N-centered
hydrazonyl
radicals,
generated
via
single-electron
oxidation
hydrazones,
followed
by
a
radical-radical
coupling
step.
The
mild
process
tolerates
wide
range
common
functional
groups
affords
variety
tetrahydropyridazines
moderate
to
high
yields.
Preliminary
investigations
using
chiral
NHC
catalysts
demonstrate
potential
this
protocol
for
asymmetric
radical
reactions.
Abstract
A
simple
and
rapid
methodology
for
the
synthesis
of
fully
substituted
pyrroles
was
accomplished
by
reaction
microwave‐assisted
from
amines,
4‐hydroxycoumarins,
ketones.
This
protocol
proceeds
via
ketones
Csp
3
−H
oxidation
Michael
addition/
cyclization/
aromatization
four‐component
cascade
affording
pyrrole
in
moderate
to
excellent
yields
only
min.
Simple
conditions,
high
yields,
compatibility
are
advantages
this
protocol.
Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
21(48), С. 9524 - 9529
Опубликована: Янв. 1, 2023
An
eco-friendly
and
metal-free
method
for
the
synthesis
of
tetrahydrodibenzo[b,g][1,8]naphthyridin-1(2H)-ones
was
established.
Quinoline-derived
dipolarophiles
cyclic
enaminones
as
starting
materials
undergo
a
1,4-Michael
addition/SNAr
tandem
annulation
reaction
affording
target
products.
This
approach
features
transition
conditions,
good
functional
group
tolerance
operational
simplicity.
