Synthesis of Spiro 3,3′-Cyclopropyl Oxindoles via Cyclopropanation of 3-Alkenyl-oxindoles with CF3-Imidoyl Sulfoxonium Ylides
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 4, 2025
A
catalyst
and
additive-free
[2+1]
annulation
of
3-alkenyl-oxindoles
with
CF3-imidoyl
sulfoxonium
ylides
(TFISYs)
for
the
construction
spiro
3,3'-cyclopropyl
oxindoles
has
been
achieved.
cascade
intermolecular
Micheal-addition
reaction
intramolecular
nucleophilic
substitution
sequence
might
be
involved
in
transformation,
which
afforded
a
wide
range
multisubstituted
oxindole
products
high
efficiency
diastereoselectivity.
Language: Английский
Palladium-Catalyzed Cascade Distal C–H Methylation and Cyclization for the Construction of Spirooxindole Skeletons
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(43), P. 9221 - 9226
Published: Oct. 18, 2024
Transition
metal-catalyzed
C–H
methylation
represents
a
straightforward
approach
for
introducing
methyl
groups
into
organic
molecules.
Herein,
we
report
palladium-catalyzed
alkene-relayed
remote
reaction
that
utilizes
dimethyl
carbonate
as
the
reagent.
The
aryl
distal
to
bromo
group
were
dimethylated
via
activation,
leading
formation
of
spirooxindoles
final
products
through
C(sp3)–H
activation
and
C(sp3)–C(sp3)
coupling.
This
cascade
process
involves
four
C–C
bonds
three
bonds.
not
only
provides
new
but
also
offers
novel
method
constructing
spirooxindole
skeletons
by
merging
skeleton
construction
single
step.
Language: Английский