A Domino Dearomative ipso-Annulation/Desymmetrization Approach: Stereoselective Access to Tricyclic Alkaloid Skeletons
Organic Letters,
Год журнала:
2024,
Номер
26(23), С. 4904 - 4909
Опубликована: Июнь 5, 2024
Herein,
we
reveal
an
unprecedented
domino
annulation
of
Язык: Английский
Asymmetric Intramolecular Amination Catalyzed with Cp*Ir-SPDO via Nitrene Transfer for Synthesis of Spiro-Quaternary Indolinone
Journal of the American Chemical Society,
Год журнала:
2024,
Номер
146(28), С. 18841 - 18847
Опубликована: Июль 8, 2024
An
asymmetric
intramolecular
spiro-amination
to
high
steric
hindering
Язык: Английский
Recent Developments for the Catalytic Asymmetric Synthesis of Indolin-3-one Derivatives
Organic & Biomolecular Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
2,2-Disubstituted
indolin-3-ones,
which
are
essential
components
in
many
manufactured
chemicals,
dyes,
and
naturally
occurring
bioactive
alkaloids,
have
emerged
as
exciting
synthetic
targets.
Much
attention
has
been
paid
to
accessing
these
units,
particularly
an
asymmetric
fashion,
during
the
last
decade.
In
this
review
article,
we
discuss
current
state
of
available
methods
with
existing
mechanistic
pathways
for
chiral
indolin-3-one
derivatives
under
various
catalytic
systems.
This
overall
presentation
protocols
access
2,2-disubstituted
or
fused
indolin-3-ones
aza-quaternary
centre
is
categorized
based
on
reaction
modes
2-substituted-3H-indole-3-one
other
similar
protocols.
Язык: Английский
Synthesis of C2-Spiroindolines Based on the Cascade Reaction of 2-Aryl-3H-indoles with Cyclopropanols
Chinese Journal of Organic Chemistry,
Год журнала:
2025,
Номер
45(2), С. 694 - 694
Опубликована: Янв. 1, 2025
Язык: Английский
Access to Methylidene-Azaspiro[4.5]decatrienones via Radical-Promoted Domino Thio-Functionalization/Dearomative Ipso-Annulation
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 9, 2025
An
unprecedented
approach
involving
radical-mediated
sulfonylation/dearomative
ipso-annulation
of
N-(methyl-2-phenylacetate)propiolamides
using
arylsulfonyl
radical,
generated
from
aryl
diazonium
salt
in
the
presence
DABSO,
is
developed.
This
strategy
provides
uniquely
substituted
3-sulfonyl
azaspiro[4.5]decatrienones
good
yields.
The
developed
has
also
been
extended
fruitfully
to
3-thiocyano
aza-spirocycles
through
domino
thiocyanation/dearomative
ipso-annulation.
Язык: Английский
Electrochemical selenylative ipso-Annulation of N-benzylacrylamides to seleno-azaspiro[4.5]decadienones
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
22(30), С. 6141 - 6148
Опубликована: Янв. 1, 2024
Construction
of
seleno
azaspiro[4.5]decadienones
using
an
electrochemical
approach
is
achieved
via
domino
selenylation/
ipso
-annulation.
Язык: Английский
Ag-Catalyzed Domino Decarboxylative Alkylation/Dearomative Annulation: Entry to Fused-Pyrido[4,3-b]Indolones
Organic Letters,
Год журнала:
2024,
Номер
26(42), С. 9146 - 9150
Опубликована: Окт. 10, 2024
Here
we
report
the
development
of
unprecedented
silver-catalyzed
intramolecular
annulations
Язык: Английский
Indoloquinoline Alkaloids as Antimalarials: Advances, Challenges, and Opportunities
ChemMedChem,
Год журнала:
2024,
Номер
unknown
Опубликована: Июнь 6, 2024
Abstract
Malaria
infections
affect
almost
half
of
the
world‘s
population,
with
over
200
million
cases
reported
annually.
Cryptolepis
sanguinolenta
,
a
plant
native
to
West
Africa,
has
long
been
used
across
various
regions
Africa
for
malaria
treatment.
Chemical
analysis
revealed
that
is
abundant
in
indoloquinolines,
which
have
shown
possess
antimalarial
properties.
Cryptolepine,
neocryptolepine,
and
isocryptolepine
are
well‐studied
indoloquinoline
alkaloids
known
their
potent
activity.
However,
structural
rigidity
associated
cellular
toxicity
major
drawbacks
preclinical
development.
This
review
focuses
on
potential
(cryptolepine,
isocryptolepine)
as
scaffolds
drug
discovery.
The
article
delves
into
effects
vitro
vivo,
well
proposed
mechanisms
action
structure‐activity
relationship
studies.
Several
studies
aim
improve
these
leads
by
reducing
cytotoxicity
while
preserving
or
enhancing
activity
gaining
insights
action.
These
investigations
highlight
indoloquinolines
scaffold
developing
new
drugs.
Язык: Английский
Electrochemical domino sulfonylation/dearomative ipso‐annulation of 2‐alkynyl biaryls to access spiro(indenyl)cyclohexadienones
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Окт. 2, 2024
Abstract
Herein,
we
present
an
efficient
strategy
for
the
synthesis
of
spiro(indenyl)cyclohexadienones
through
radical‐promoted
reaction
2‐alkynyl
biaryls
with
sodium
sulfinates
under
electrochemical
conditions.
The
involves
sulfonylation
and
dearomative
ipso‐
cyclisation
in
a
domino
fashion.
This
approach
features
use
readily
accessible
precursors,
wide
functional
group
tolerance
external
oxidant‐free
practicality
method
was
also
illustrated
by
scale‐up
further
diversification
product.
Язык: Английский
Visible-light-induced dehydrogenation of dihydroquinolinones via the combination of energy transfer and hydrogen atom transfers
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 19, 2024
A
visible-light-induced
dehydrogenation
of
dihydroquinolinones
was
developed
using
photocatalyst
thioxanthone
(TX)
and
oxidant
tert
-butyl
benzoperoxoate.
Язык: Английский