Synthesis,
Год журнала:
2024,
Номер
56(22), С. 3431 - 3442
Опубликована: Авг. 7, 2024
Abstract
An
efficient
synthetic
procedure
for
the
synthesis
of
isatins
was
found
after
careful
analysis
serendipitous
results
unexpected
products
obtained
by
aromatic
nucleophilic
substitution
when
it
attempted
to
introduce
6-fluoroisatins
classic
Pfitzinger
reaction.
Attentive
these
led
elaborating
a
methodology
synthesizing
electron-enriched
isatins,
including
those
with
hydroxy-,
alkoxy-,
alkylthio-,
and
dialkylamino-substituted
rings.
Limitations
method
were
established.
The
reaction
conditions
optimized
according
understanding
water’s
role.
Finally,
modified
yield
expected
2-substituted
7-fluoroquinoline-4-carboxylic
acids.
Asian Journal of Chemistry,
Год журнала:
2025,
Номер
37(6), С. 1399 - 1414
Опубликована: Май 27, 2025
This
work
explores
carbon-carbon
bond
formation
via
Michael
addition
in
synthesizing
a
novel
spirooxindole-chromene
derivative
(4)
using
click
chemistry,
examining
its
quantum
parameters
and
potential
anticancer
effects.
Spectroscopic
methods,
including
UV-800,
FT-IR
NMR,
were
used
alongside
calculations
(IEFPCM
model)
to
validate
the
molecular
structure.
The
compound
was
optimized
gas
phase
with
6-311++G(d,p)
basis
set
VEDA
employed
for
vibrational
assignments.
Drug-likeness
properties
assessed
ADMET
online
tool.
In
vitro
studies
sixty
human
cancer
cell
lines
indicated
that
4
showed
17.88%
resistance
against
UO-31
renal
cells
at
10–5
M.
Virtual
screening
identified
active
sites
related
proteins
4DRI,
6CZ4
8BR9,
binding
energies
of
-7.76,
-7.3
-6.59
kcal/mol,
respectively.
Ramachandran
plots
favourable
conformations
docking,
blue
areas
representing
optimal
positions.
Ultimately,
may
be
enhanced
efficacy
through
elimination
reactions
primary
amine
position
on
pyrano
ring.
European Journal of Organic Chemistry,
Год журнала:
2023,
Номер
27(4)
Опубликована: Дек. 6, 2023
Abstract
Isatin,
also
known
as
indoline‐2,3‐dione,
is
a
fused,
N
‐heterocyclic
aromatic
compound
first
isolated
and
purified
in
1841.
Since
then,
isatin
its
derivatives
emerged
hot
research
topic
for
the
scientific
community.
The
number
of
publications
on
justifies
their
popularity.
Researchers
explored
isatins
potential
candidates
multidisciplinary
areas,
including
medicinal
chemistry,
synthetic
organic
polymer
science.
Synthetic
chemists’
perspective
tailoring
family
members
led
to
more
efficient
synthesis
strategies
which
ring‐opening
reactions
were
particularly
significant
due
product's
importance.
Our
investigation
aims
group
different
types
cascade
ring
expansion
synthesise
fused
heterocyclic
compounds
such
quinolines,
quinazolinones,
acridines,
acridones,
few
spiro
compounds,
all
highlight
an
inevitable
role
field
chemistry.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(19), С. 14216 - 14221
Опубликована: Сен. 7, 2023
An
efficient
five-component
condensation
reaction
of
isatin,
malononitrile,
secondary
amines,
alcohols,
and
molecular
oxygen
was
discovered.
The
performed
in
a
one-pot
fashion,
it
does
not
require
any
metal
catalyst.
It
gives
straightforward
access
to
structurally
diverse
2-oxo-3-aminoindoline-3-carboxylates
moderate
yields
(70-88%).
scope
the
successfully
demonstrated
by
synthesizing
series
3-functionalized
2-oxindoles
varying
amine,
alcohol
components.
