International Journal of Molecular Sciences,
Год журнала:
2023,
Номер
24(4), С. 3771 - 3771
Опубликована: Фев. 13, 2023
N-fused
pyrrolidinyl
spirooxindole
belongs
to
a
class
of
privileged
heterocyclic
scaffolds
and
is
prevalent
in
natural
alkaloids
synthetic
pharmaceutical
molecules.
To
realize
the
switchable
synthesis
divergent
spirooxindoles
for
further
biological
activity
evaluation
via
substrate-controlled
strategy,
chemically
sustainable,
catalysis-free,
dipolarophile-controlled
three-component
1,3-dipolar
cycloaddition
isatin-derived
azomethine
ylides
with
diverse
dipolarophiles
described
this
work.
A
total
40
functionalized
were
synthesized
76–95%
yields
excellent
diastereoselectivities
(up
>99:1
dr).
The
these
products
can
be
well-controlled
by
employing
different
1,4-enedione
derivatives
as
EtOH
at
room
temperature.
This
study
provides
an
efficient
strategy
afford
spectrum
natural-like
potentially
bioactive
spirooxindoles.
Organic Letters,
Год журнала:
2024,
Номер
26(18), С. 3739 - 3743
Опубликована: Апрель 29, 2024
An
enantioselective
Pd-catalyzed
intramolecular
dearomative
reductive
Heck
reaction
of
N-(o-bromoaryl)
indole-3-carboxamide
is
developed.
By
employing
Pd(dba)2/SPINOL-based
phosphoramidite
as
the
chiral
catalyst
and
HCO2Na
hydride
source,
a
series
enantioenriched
spiro
indolines
bearing
vicinal
stereocenters
were
afforded
in
moderate
to
good
yields
with
excellent
enantioselectivities.
The
formal
tetrasubstituted
alkene
β-hydrogens
therefore
realized
by
inhibiting
β-H
elimination.
Beilstein Journal of Organic Chemistry,
Год журнала:
2023,
Номер
19, С. 1234 - 1242
Опубликована: Авг. 22, 2023
A
convenient
synthetic
procedure
for
the
construction
of
novel
dispirooxindole
motifs
was
successfully
developed
by
base-promoted
three-component
reaction
ammonium
acetate,
isatins
and
in
situ-generated
3-isatyl-1,4-dicarbonyl
compounds.
The
piperidine-promoted
dimedone
adducts
3-ethoxycarbonylmethyleneoxindoles
afforded
mutlifunctionalized
dispiro[indoline-3,2'-quinoline-3',3''-indoline]
derivatives
good
yields
with
high
diastereoselectivity.
On
other
hand,
a
similar
3-phenacylideneoxindoles
unique
dispiro[indoline-3,2'-pyrrole-3',3''-indoline]
cyclohexanedione
substituent.
plausible
mechanism
is
proposed
to
explain
formation
different
spirooxindoles.
RSC Advances,
Год журнала:
2025,
Номер
15(14), С. 11160 - 11188
Опубликована: Янв. 1, 2025
In
this
review,
we
provide
a
comprehensive
overview
of
the
synthesis
thiopyran
family
compounds
via
cycloaddition
reactions,
with
examples
spanning
from
year
2000
to
present.
