Construction of 3,4-Dihydroquinolone Derivatives through Pd-Catalyzed [4+2] Cycloaddition of Vinyl Benzoxazinanones with α-Alkylidene Succinimides
Ting-Ting Yu,
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Peng-Ting Huang,
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Ben‐Hong Chen
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et al.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(5), P. 3279 - 3291
Published: Feb. 20, 2024
The
construction
of
3,4-dihydroquinolone
derivatives
has
attracted
a
considerable
amount
attention
due
to
their
extensive
applications
in
medicinal
chemistry.
In
this
study,
we
present
the
Pd-catalyzed
[4+2]
cycloaddition
vinyl
benzoxazinanones
with
α-alkylidene
succinimides
for
efficient
synthesis
3,4-dihydroquinolones.
This
approach
presents
numerous
advantages,
including
ready
availability
starting
materials,
mild
reaction
conditions
without
use
additional
bases,
and
wide
range
substrates.
particular,
all
desired
products
can
be
easily
afforded
high
yields
(≤99%)
excellent
diastereoselectivities
(>20:1).
practicality
reliability
strategy
were
demonstrated
by
successful
scale-up
subsequent
straightforward
synthetic
transformations.
Language: Английский
Enantioselective Synthesis of 3‐Allylindoles from Indolin‐2‐imines and MBH Carbonates via Nucleophilic Catalysis
Lunfeng Chen,
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Pengfei Li
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ChemistrySelect,
Journal Year:
2024,
Volume and Issue:
9(6)
Published: Feb. 7, 2024
Abstract
With
chiral
amine
(DHQD)
2
PHAL
as
nucleophilic
catalyst,
asymmetric
synthesis
of
enantioenriched
3‐allylindoles
was
achieved
from
indolone‐2‐imines
and
MBH
carbonates.
Compared
with
our
previous
phosphine
catalysis,
the
had
exactly
opposite
effect
in
terms
enantioselectivity.
Importantly,
we
could
obtain
each
enantiomer
by
adjusting
catalyst
system.
Language: Английский
Phosphine-Catalyzed [4 + 1] Annulation of β’-Acetoxy Allenoate with α-Alkylidene Succinimides: Access to Functionalized Spirosuccinimide Derivatives
Chunjie Ni,
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Zhanhang Liang,
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Xiaojuan Xu
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et al.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(22), P. 16711 - 16720
Published: Oct. 31, 2024
A
phosphine-catalyzed
[4
+
1]
annulation
of
β'-acetoxy
allenoate
with
α-alkylidene
succinimides
is
described.
This
method
demonstrates
the
nucleophilic
dialkylation
and
cyclization
succinimides,
resulting
in
formation
functionalized
spirosuccinimide
derivatives.
The
reaction
exhibits
a
wide
substrate
scope
yields
ranging
from
moderate
to
excellent
under
optimized
conditions.
In
addition,
biological
evaluation
indicates
that
cycloadduct
3u
presents
satisfied
inhibitory
activities
for
three
human
cancer
cell
lines
(HCT116,
A549,
HepG2).
Language: Английский
Comparison of the Metabolomics of Different Dendrobium Species by UPLC-QTOF-MS
International Journal of Molecular Sciences,
Journal Year:
2023,
Volume and Issue:
24(24), P. 17148 - 17148
Published: Dec. 5, 2023
Dendrobium
Sw.
(family
Orchidaceae)
is
a
renowned
edible
and
medicinal
plant
in
China.
Although
widely
cultivated
used,
less
research
has
been
conducted
on
differential
species.
In
this
study,
stems
from
seven
distinct
species
were
subjected
to
UPLC-QTOF-MS/MS
analysis.
A
total
of
242
metabolites
annotated,
multivariate
statistical
analysis
was
employed
explore
the
variance
extracted
across
various
groups.
The
demonstrated
that
D.
nobile
displays
conspicuous
differences
other
Dendrobium.
Specifically,
stands
out
remaining
six
taxa
based
170
metabolites,
mainly
terpene
flavonoid
components,
associated
with
cysteine
methionine
metabolism,
biosynthesis,
galactose
metabolism.
It
believed
variations
between
are
attributed
three
metabolite
synthesis
pathways.
By
comparing
chemical
composition
Dendrobium,
study
identified
qualitative
components
each
found
differ
significantly
species,
higher
levels
terpenoids,
flavonoids,
compounds
for
cardiovascular
field.
these
have
relevance
establishing
quality
standards
Language: Английский