Polycyclic aromatic compounds,
Journal Year:
2024,
Volume and Issue:
unknown, P. 1 - 24
Published: Dec. 19, 2024
This
work
describes
the
synthesis
of
spiro
derivative
compounds
in
presence
nonmetallic
catalysts
and
ultrasonic
irradiation.
These
synthesized
derivatives
constitute
an
important
class
organic
display
promising
variety
bioactive
properties.
The
spirooxindole,
spiro[pyrazolo-4,3'-indoline]-2',5,10(1H,11H)-trione,
spiro[acridine-7,3'-indoline]-2',8,13(14H)-trione
were
performed
by
reaction
isatin
with
aromatic
amines,
1,3-dicarbonyl
under
irradiation
conditions
organocatalysts
(Thiamin
hydrochloride
(Vit
B1)
or
(±)-Camphor-10-sulfonic
acid
((±)CSA))
phase
transfer
catalysts.
procedure
provided
short
times,
high
yields,
green
media
a
simple
working
process.
Then
DNA
cleavage
antioxidant
activities
studied.
Synthesized
also
scrutinized
using
DFT-B3LYP
basis
set.
Additionally,
comprehensive
investigation
into
ADME
(Absorption,
Distribution,
Metabolism,
Excretion)
properties
these
was
conducted.
ChemistrySelect,
Journal Year:
2025,
Volume and Issue:
10(5)
Published: Feb. 1, 2025
Abstract
We
present
the
first
application
of
olefinic
pyrazolone
in
conjunction
with
indole‐tethered
enal
an
aminocatalytic
remote
[4
+
2]
annulation
reaction,
successfully
yielding
tetrahydrocarbazole
spiropyrazolone
frameworks
moderate
to
good
yields,
accompanied
by
significant
enantio‐
and
diastereoselectivities.
The
robustness
this
developed
protocol
is
demonstrated
through
generation
a
diverse
array
22
examples,
all
exhibiting
consistent
yields
stereoselectivities.
Furthermore,
we
achieved
gram‐scale
synthesis
synthesized
biologically
relevant
fluorohexahydrofuranocarbazole
via
two‐pot,
three‐step
sequence
involving
2]‐addition,
reduction,
fluoroetherification
reactions.
Finally,
propose
plausible
mechanism,
supported
SC‐XRD
NOE
experiments,
highlighting
crucial
aspect
research.
Molecules,
Journal Year:
2023,
Volume and Issue:
28(18), P. 6488 - 6488
Published: Sept. 7, 2023
Multicomponent
reactions
(MCRs)
have
undoubtedly
emerged
as
the
most
indispensable
tool
for
organic
chemists
worldwide,
finding
extensive
utility
in
synthesis
of
intricate
natural
products,
heterocyclic
molecules
with
significant
bioactivity,
and
pharmaceutical
agents.
The
multicomponent
one-pot
1,3-dipolar
cycloaddition
reactions,
which
were
initially
conceptualized
by
Rolf
Huisgen
1960,
find
application
contemporary
chemistry.
In
terms
green
synthesis,
is
highly
favored
owing
to
its
numerous
advantages,
including
high
step-
atom-economies,
remarkable
product
diversity,
well
excellent
efficiency
diastereoselectivity.
Among
pieces
research,
fascinating
reaction
involves
utilization
azomethine
ylides
generated
from
isatins
amino
acids
that
can
be
captured
various
dipolarophiles.
This
approach
offers
a
efficient
convenient
method
constructing
spiro-pyrrolidine
oxindole
scaffolds,
are
crucial
building
blocks
biologically
active
molecules.
Consequently,
this
review
delves
deeper
into
dipolarophiles
utilized
over
past
six
years.
Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(24), P. 4972 - 4976
Published: Jan. 1, 2023
The
first
report
on
using
N-2,2,2-trifluoroethylisatin
ketimine
as
a
1,2-dipolarophile
for
[3
+
2]-addition
and
the
asymmetric
synthesis
of
N-2,2,2-trifluoroethylspirothiazolidine
oxindoles
is
described.
organocatalyzed
reaction
with
1,4-dithiane-2,5-diol
provided
an
array
(up
to
25
examples)
in
excellent
yield,
enantioselectivity,
diastereoselectivity
96%
99%
ee,
99
:
1
dr).
In
addition,
synthetic
utility
developed
methodology
has
been
demonstrated
by
transforming
optically
pure
spirothiazolidine
into
medicinally
important
spirothiazolidinone
spirothiazolidinone-S-oxide.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(18), P. 3088 - 3093
Published: Aug. 9, 2023
Abstract
This
report
has
realized
the
catalytic
asymmetric
[3+2]
annulation
of
benzylideneindolinones
with
CF
3
‐containing
isatin‐derived
azomethine
ylides
for
first
time,
in
which
organocatalysis
failed.
In
presence
dinuclear
zinc
catalysts,
a
series
functionalized
2,3‐pyrrolidinyl
dispirooxindoles
have
been
synthesized
good
yields
excellent
stereoselectivity
under
mild
reaction
conditions.
protocol
can
be
run
on
gram
scale
and
possible
mechanism
is
proposed.
RSC Advances,
Journal Year:
2024,
Volume and Issue:
14(1), P. 548 - 551
Published: Jan. 1, 2024
A
diastereoselective
1,3-dipolar
cycloaddition
reaction
between
trifluoroethyl
amine-derived
isatin
ketimines
and
chalcones
was
successfully
achieved
in
the
presence
of
DBU.
