Base‐Mediated [4+1] Annulation Strategy for Modular Assembly of Alkynyl/Carboxylated Dihydrobenzofurans
Yangzilin Kong,
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Yinsong Wu,
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Yanan Liu
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et al.
European Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 17, 2025
Abstract
An
efficient
and
operational
[4+1]
annulation
strategy
toward
functional
dihydrobenzofurans
from
2‐bromomalonates
in
situ
generated
alkynyl
o
‐quinone
methides
(from
‐hydroxyphenyl
propargylamines)
has
been
developed.
Without
the
need
for
pre‐dried
solvent
inert
atmosphere
protection,
a
broad
range
of
substituted
propargylamines
are
well‐tolerated,
producing
expected
alkynyl/carboxylated
with
good
to
high
yields.
Furthermore,
gram‐scale
synthesis
valuable
alkenyl/carboxylated
construction
were
conducted
provide
great
potential
value
medicinal
chemistry
other
related
disciplines.
Language: Английский
Controllable stepwise fluorine elimination strategy for the chemodivergent synthesis of pyrido[2,1-a]isoquinolines
Qiuyun Li,
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Zili Liu,
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R. F. Li
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et al.
Green Synthesis and Catalysis,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 1, 2025
Language: Английский
Synthesis of versatile fluorescent Isoquinolinium salts and their applications
Ye Han,
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Sang Bong Lee
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Journal of Materials Chemistry B,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 1, 2025
Isoquinolinium
salts
are
well-known
N-heterocyclic
cationic
compounds
that
have
been
applied
in
various
research
fields,
such
as
materials
chemistry
and
pharmaceutical
applications.
In
particular,
isoquinolinium
with
polyaromatic
structures
widely
investigated
due
to
their
intrinsic
photophysical
properties,
including
fluorescence
emission
maxima,
lifetime,
quantum
yield.
Notably,
fluorescent
synthesized
via
synthetic
strategies,
alkylation
of
isoquinoline,
oxidation
dihydropyridines,
rearrangement
reactions,
transition-metal-catalyzed
C-H
activation.
this
review,
we
summarize
the
methodologies
for
diverse
applications
applications,
chemistry,
theranostics,
DNA
binding,
sensing,
bioimaging.
Language: Английский
Oxidative [4+2] Annulation of Pyrrole‐2‐carbaldehyde Derivatives with o‐Hydroxyphenyl Propargylamines: Syntheses of 5,6,7‐Trisubstituted Indolizines
Yuqing Wang,
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L.‐Y. CHEN,
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Ruilin Yang
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et al.
Chemistry - A European Journal,
Journal Year:
2024,
Volume and Issue:
30(63)
Published: Aug. 23, 2024
Abstract
A
base
promoted
oxidative
[4+2]
annulation
of
pyrrole‐2‐carbaldehyde
derivatives
with
o
‐hydroxyphenyl
propargylamines
for
the
synthesis
highly
substituted
indolizines
has
been
developed.
Using
DBN
as
base,
a
broad
range
5,6,7‐trisubstituted
have
prepared
in
good
to
excellent
yields
under
mild
conditions,
and
many
useful
functional
groups
can
be
tolerated.
Language: Английский
Copper-Catalyzed Three-Component Tandem Cyclization for One-Pot Synthesis of Indole-Benzofuran Bis-Heterocycles
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 22, 2024
A
one-pot,
three-component
synthesis
of
indole-benzofuran
bis-heterocycles
from
terminal
alkynes,
salicylaldehydes,
and
indoles
has
been
developed
via
copper-catalyzed
tandem
annulation.
This
catalytic
system
utilizes
readily
available
starting
materials,
enabling
predictable
with
broad
substrate
versatility,
excellent
regiocontrol,
gram-scale
amenability.
The
reaction
proceeds
a
sequential
pathway
involving
A3
coupling,
1,4-conjugate
addition,
5-exo-dig
cyclization.
Language: Английский
Solvent-Controlled Diastereodivergent Synthesis of Hexahydropyrrolo[2,1-a]isoquinolines through Pd/C-Catalyzed Dehydrogenative [3 + 2] Cycloaddition
Ji-Chao Lu,
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Hao Bai,
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Ying Huang
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et al.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 10, 2024
A
Pd/C-catalyzed
dehydrogenative
[3
+
2]
cycloaddition
is
described
for
the
diastereoswitchable
synthesis
of
hexahydropyrrolo[2,1-a]isoquinolines
by
altering
solvents.
The
reaction
proceeds
through
a
sequential
formation
azomethine
ylides
from
tetrahydroisoquinoline
acetates
and
1,3-dipolar
with
2-nitroethenylbenzenes.
This
method
displayed
tunable
diastereoselectivity,
broad
substrate
scope
good
functional
group
compatibility.
Moreover,
gram-scale
selective
reductive
or
oxidative
transformations
product
further
demonstrate
utility
this
methodology.
Language: Английский
NaHCO3‐promoted Formal [4+3] Annulation of Salicylaldehydes with Isoquinolinium Salts Accessing Isoquinoline‐fused Benzo[f][1,3]oxazepines
Qiang Tang,
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Yanan Liu,
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Mengdi Wu
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et al.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 14, 2024
Abstract
A
concise
and
practical
sustainable
strategy
for
modular
access
to
isoquinoline‐fused
benzo[
f
][1,3]oxazepine
derivatives
through
a
formal
[4+3]
annulation
of
commercially
available
salicyaldehydes
with
isoquinolinium
salts
has
been
developed.
The
reactions
proceeded
the
formation
two
new
bonds
(C=C
C−O)
seven‐membered
heterocyclic
ring
in
one
pot.
Remarkably,
use
simple
NaHCO
3
as
mild
base,
open
atmosphere,
nonhazardous
reagents,
nice
functional
group
tolerance,
easily
scale
up
are
added
characteristics
this
approach.
wide
range
substrates
compatible
reaction
system,
thereby
proving
facile
reliable
protocol
constructing
skeletons.
Language: Английский