Base-Mediated Cascade Lactonization/1,3-Dipolar Cycloaddition Pathway for the One-Pot Assembly of Coumarin-Functionalized Pyrrolo[2,1-a]isoquinolines
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(12), С. 8420 - 8434
Опубликована: Июнь 5, 2024
An
elegant
and
highly
concise
strategy
for
the
construction
of
coumarin-functionalized
pyrrolo[2,1-a]isoquinolines
from
available
propargylamines
isoquinolinium
N-ylides
has
been
disclosed.
In
this
reaction,
acted
as
a
C2
synthon
to
form
coumarin
ring
well
1,3-dipole
construct
pyrrole
in
single
pot.
This
cascade
process
involves
1,4-conjugate
addition/lactonization/1,3-dipolar
cycloaddition
four
chemical
bonds
(one
C–O
bond
three
C–C
bonds)
two
new
heterocyclic
skeletons.
Additionally,
most
these
compounds
showed
good
fluorescence
properties
exhibited
high
molar
extinction
coefficient
large
Stokes
shifts.
Язык: Английский
BF3·OEt2 Catalyzed Cascade [4 + 2] Benzannulation of Vinyloxiranes with Coumarins to Construct Benzocoumarin Derivatives
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(13), С. 9462 - 9472
Опубликована: Июнь 13, 2024
A
BF
Язык: Английский
Base‐Mediated [4+1] Annulation Strategy for Modular Assembly of Alkynyl/Carboxylated Dihydrobenzofurans
Yangzilin Kong,
Yinsong Wu,
Yanan Liu
и другие.
European Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 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.
Язык: Английский
Oxidative [4+2] Annulation of Pyrrole‐2‐carbaldehyde Derivatives with o‐Hydroxyphenyl Propargylamines: Syntheses of 5,6,7‐Trisubstituted Indolizines
Chemistry - A European Journal,
Год журнала:
2024,
Номер
30(63)
Опубликована: Авг. 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.
Язык: Английский
Precision Propargylic Substitution Reaction: Pd-Catalyzed Suzuki–Miyaura Coupling of Nonactivated Propargylamines with Boronic Acids
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Авг. 31, 2024
Palladium-catalyzed
Suzuki–Miyaura
cross-coupling
is
an
efficient
approach
for
C–C
bond
construction.
Here
we
report
a
deaminative
reaction
to
achieve
chemo-
and
regioselectivity
in
the
of
nonactivated
propargylamines
with
boronic
acids,
which
methyl
propiolate
introduced
promote
cleavage
C–N
form
bond.
This
method
features
wide
range
substrates,
good
functional
group
tolerance,
ease
operation,
providing
alternative
accessing
valuable
propargylated
aromatic
compounds.
Язык: Английский
Copper-Catalyzed Three-Component Tandem Cyclization for One-Pot Synthesis of Indole-Benzofuran Bis-Heterocycles
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 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.
Язык: Английский
High Quantum Yield Blue Fluorescent Molecule of Hydroxybenzo[c]chromen-6-ones: Synthesis and Fluorescence Characteristics
Kai Li,
Chenxi Huang,
Peilin Qi
и другие.
Journal of Molecular Structure,
Год журнала:
2024,
Номер
1321, С. 139962 - 139962
Опубликована: Сен. 7, 2024
Язык: Английский
Six-membered ring systems: With O and/or S atoms
Progress in heterocyclic chemistry,
Год журнала:
2024,
Номер
unknown, С. 421 - 484
Опубликована: Янв. 1, 2024
Язык: Английский
NaHCO3‐promoted Formal [4+3] Annulation of Salicylaldehydes with Isoquinolinium Salts Accessing Isoquinoline‐fused Benzo[f][1,3]oxazepines
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 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.
Язык: Английский