Synthesis,
Journal Year:
2023,
Volume and Issue:
55(24), P. 4181 - 4190
Published: Aug. 31, 2023
Abstract
We
report
a
practical
method
for
the
first
stereoselective
synthesis
of
diethyl
cis-
and
trans-(4-hydroxy-1,2,3,4-tetrahydroquinolin-2-yl)phosphonates,
as
well
ethyl
trans-(4-hydroxy-1,2,3,4-tetrahydroquinolin-2-yl)phenylphosphinates.
The
main
feature
this
is
regioselective
1,4-phosponylation
to
N-Cbz
quinolin-4(1H)-one
using
phosphite
or
phenylphosphinate
followed
by
highly
diastereoselective
reduction
give
cis
stereoisomers
favored
products,
which
were
converted
into
trans
through
Mitsunobu
reaction.
Cleavage
bond
under
hydrogenolysis
gave
target
heterocyclic
α-aminophosphonates
α-aminophosphinates.
Organic Letters,
Journal Year:
2022,
Volume and Issue:
25(1), P. 109 - 114
Published: Dec. 9, 2022
With
triethylamine
as
a
vinylene
source,
convenient
protocol
for
the
regioselective
synthesis
of
β,γ-nonsubstituted
2-arylquinolines
from
aldehydes
and
arylamines
has
been
accomplished.
The
deaminative
cyclization
is
also
extended
to
long-chain
tertiary
alkylamines,
enabling
diverse
alkyl
groups
be
concurrently
installed
into
pyridine
rings.
This
process
demonstrates
new
conversion
pathway
simultaneous
dual
C(sp3)-H
bond
functionalization
amines,
wherein
transient
acyclic
enamines
generated
in
situ
undergo
Povarov
reaction.
Natural Product Research,
Journal Year:
2023,
Volume and Issue:
unknown, P. 1 - 13
Published: Dec. 11, 2023
Although
natural
products
have
played
a
crucial
role
in
drug
discovery,
limited
accessibility
and
difficult
synthesis
restrict
their
use
as
leads.
Tetrahydroquinoline
is
an
essential
structural
feature
many
synthetic
compounds
with
notable
biological
properties.
This
article
covers
the
distribution
of
tetrahydroquinoline
alkaloids
different
organisms
potential
source
new
bioactive
products.
These
are
produced
through
various
biosynthetic
pathways,
resulting
diverse
structures
bioactivities.
While
some
tetrahydroquinolines
therapeutic
potential,
toxicity
against
predators
pathogens
presents
challenges
for
development.
Despite
significance,
not
been
thoroughly
covered
review
literature,
making
this
discussing
occurrence,
activities
from
2011
to
mid-2023.
Molecules,
Journal Year:
2023,
Volume and Issue:
29(1), P. 74 - 74
Published: Dec. 22, 2023
In
the
absence
of
a
vaccine,
there
is
need
to
find
new
drugs
for
treatment
neglected
tropical
diseases,
such
as
leishmaniasis,
that
can
overcome
many
drawbacks
those
currently
used.
These
disadvantages
include
cost,
maintain
cold
chain,
route
administration,
associated
adverse
effects
and
generation
resistance.
this
work
we
have
evaluated
antileishmanial
effect
1,5-
1,8-substituted
fused
naphthyridines
through
in
vitro
ex
vivo
assays,
using
genetically
modified
axenic
intramacrophagic
Leishmania
infantum
amastigotes.
The
toxicity
these
compounds
has
been
tested
mammalian
host
cell
murine
splenic
macrophages,
well
intestinal
organoids
(miniguts)
order
assess
their
potential
oral
administration.
1,8-
derivatives
showed
greater
leishmanicidal
activity
presence
nitrogen
atom
ring
naphthyridine
was
important
increase
both
types
molecules.
aromatization
pyridine
also
had
marked
differences
compounds.
European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 2, 2024
Abstract
An
efficient
I
2
‐promoted
Povarov
multicomponent
reaction
for
the
synthesis
of
2,2′‐biquinolines
or
N
‐heteroaromatic
benzothiazole
using
2‐methylquinoline
2‐methylbenzo[
d
]thiazole,
arylamines,
and
α
‐ketoesters
was
developed.
The
methyl
group
aza‐arenes
incorporated
in
via
an
iodination/Kornblum
oxidation
sequence.
This
method
achieved
through
a
one‐pot
two‐step
process
without
need
transition
metals,
demonstrating
excellent
scalability
synthesis.
Scientific Reports,
Journal Year:
2024,
Volume and Issue:
14(1)
Published: Nov. 30, 2024
Aza-Diels–Alder
cycloaddition
reaction
is
a
critical
synthetic
method
for
the
production
of
bioactive
tetrahydroquinolines.
To
this
aim,
an
imine
obtained
from
aniline
derivative
and
carbonyl
compound
cyclized
with
alkene
in
presence
catalyst.
In
research,
some
tetrahydroquinoline
compounds
are
synthesized
through
aza-Diels–Alder
prepared
Ce(III)
immobilized
on
functionalized
halloysite
(Ce/Hal-TCT-IDA)
as
Ce/Hal-TCT-IDA
was
by
incorporation
aminopropyl
silane
surface,
followed
treatment
2,4,6-trichloro-1,3,5-triazine
(TCT)
iminodiacetic
acid
(IDA),
loading
cerium
nitrate.
Then,
it
characterized
analyzed
different
analytical
methods,
indicating
amorphous
agglomerated
grains
(20–60
nm),
containing
0.00196
mmol
g−1
ions.
The
catalytic
activity
reusability
were
studied
research.
Encyclopedia,
Journal Year:
2023,
Volume and Issue:
3(3), P. 795 - 807
Published: June 25, 2023
Interest
in
covalent
organic
frameworks
as
high-value
materials
has
grown
steadily
since
their
development
the
2000s.
However,
great
advantage
that
allows
us
to
obtain
these
crystalline
materials—the
reversibility
of
bonds
form
network—supposes
a
drawback
terms
thermal
and
chemical
stability.
Among
different
strategies
employed
for
stabilization
imine-based
Covalent
Organic
Frameworks
(COFs),
cycloaddition
other
related
cyclization
reactions
are
especially
significant
highly
stable
networks
with
extended
π-delocalization
new
functionalities,
expanding
even
further
potential
application
materials.
Therefore,
this
entry
gathered
most
recent
research
obtaining
COFs
by
means
reactions,
including
Povarov
reaction
intramolecular
oxidative
well
some
innovative
approaches.
Synthesis,
Journal Year:
2023,
Volume and Issue:
55(24), P. 4181 - 4190
Published: Aug. 31, 2023
Abstract
We
report
a
practical
method
for
the
first
stereoselective
synthesis
of
diethyl
cis-
and
trans-(4-hydroxy-1,2,3,4-tetrahydroquinolin-2-yl)phosphonates,
as
well
ethyl
trans-(4-hydroxy-1,2,3,4-tetrahydroquinolin-2-yl)phenylphosphinates.
The
main
feature
this
is
regioselective
1,4-phosponylation
to
N-Cbz
quinolin-4(1H)-one
using
phosphite
or
phenylphosphinate
followed
by
highly
diastereoselective
reduction
give
cis
stereoisomers
favored
products,
which
were
converted
into
trans
through
Mitsunobu
reaction.
Cleavage
bond
under
hydrogenolysis
gave
target
heterocyclic
α-aminophosphonates
α-aminophosphinates.
