Efficient Assembly of Cyclohexane‐Tethered Bispirooxindoles via Carboanion Relay Enabled [1 + 2 + 2 + 1] Annulation
Chinese Journal of Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 25, 2025
Comprehensive
Summary
A
novel
carboanion
relay
enabled
[1
+
2
1]
cascade
cyclization
reaction
utilizing
rarely
used
isatin‐derived
β
‐silylcarbinols
and
aryl
methyl
ketones
as
readily
available
starting
materials
has
been
developed,
endowing
a
powerful
platform
for
the
streamline
synthesis
of
cyclohexane‐tethered
bispirooxindoles
in
decent
yields
with
high
diastereoselectivities.
This
protocol
was
realized
by
merging
triple
Michael
additions
C—C
bond
cleavage
using
Cs
CO
3
robust
promotor
under
transition
metal‐free
conditions.
The
practicability
this
method
is
demonstrated
its
simple
operation,
broad
substrate
scope
well
easy
scale‐up.
Язык: Английский
Tandem SNAr/Aldol Condensation of Oxindoles with o-Haloacetophenones Enables Modular Assembly of 2,3-Fused Indolines Bearing a Quaternary Carbon
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 28, 2025
Described
herein
is
a
novel
base-promoted
[4
+
2]
annulation
reaction
of
3-methyl-indolin-2-ones
with
ortho-haloacetophenones,
which
enables
the
modular
and
reliable
synthesis
2,3-fused
indolines
bearing
quaternary
carbon.
Two
C-C
bonds
can
be
successively
constructed
through
tandem
sequence
involving
SNAr
aldol
condensation.
This
protocol
highlighted
by
transition
metal-free
conditions,
high
efficiency,
simple
operation.
Язык: Английский
Advances in diarylpyrimidines and related analogues as HIV-1 nonnucleoside reverse transcriptase inhibitors (2019-2023)
European Journal of Medicinal Chemistry,
Год журнала:
2024,
Номер
280, С. 116973 - 116973
Опубликована: Окт. 18, 2024
Язык: Английский
Convergent Assembly of 1,4-Benzothiazide Spiroindolinones via [4 + 2] Spiroannulation Under Open-Air Conditions
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(22), С. 16531 - 16541
Опубликована: Ноя. 4, 2024
This
report
discloses
a
transition-metal-free
[4
+
2]
spirocyclization
of
isatin-derived
β-silylcarbinols
and
2-aminobenzenethiols,
providing
facile
approach
to
1,4-benzothiazide
spiroindolinones
in
decent
yields.
Control
experiments
indicate
that
3-methylene
oxindoles
disulfides
are
key
intermediates
this
tandem
reaction.
Moreover,
the
resulting
products
can
be
facilely
converted
into
pharmaceutically
significant
sulfone
sulfoxide
scaffolds,
which
further
demonstrates
potential
utility
protocol.
Язык: Английский