Molbank,
Journal Year:
2020,
Volume and Issue:
2021(1), P. M1176 - M1176
Published: Dec. 30, 2020
Compounds
with
propargylamine
moiety
are
useful
synthetic
precursors
of
several
important
classes
nitrogen-containing
heterocycles.
The
title
compound,
methyl
(2E)-3-[3-benzyl-2-(3-methoxy-3-oxoprop-1-yn-1-yl)-2-(1-naphthyl)imidazolidine-1-yl]acrylate,
has
been
prepared
by
domino-reaction,
employing
easily
available
1-benzyl-2-(1-naphthyl)-4,5-dihydro-1H-imidazole
and
propiolate
in
a
high
92%
yield.
structure
compound
was
determined
using
1H-NMR,
13C-NMR,
UV,
FT-IR
HRMS
(High-Resolution
Mass
Spectrometry).
Chemical Communications,
Journal Year:
2022,
Volume and Issue:
58(11), P. 1808 - 1811
Published: Jan. 1, 2022
Herein,
the
copper-catalyzed
annulation
of
enaminones
with
alkynyl
esters
for
facile
synthesis
different
pyrroles
a
2,3,4,5-tetrasubstituted
structure
has
been
developed.
With
Cu(OAc)2
as
only
catalyst,
tunable
2-vinyl
and
2,3-dicarboxyl-functionalized
achieved
by
using
terminal
internal
esters,
respectively.
The
represents
first
example
accessing
substituted
via
direct
cascade
reactions
involving
vinylation
pyrrole
ring
formation.
Green Chemistry,
Journal Year:
2019,
Volume and Issue:
22(1), P. 118 - 122
Published: Nov. 29, 2019
A
practical
method
for
the
clean
preparation
of
multisubstituted
pyrroles
via
an
iodine-catalyzed
multicomponent
reaction
under
metal-
and
solvent-free
conditions
was
developed.
In
gram-scale
synthesis,
can
be
easily
collected
through
simple
extraction.
Chemical Science,
Journal Year:
2019,
Volume and Issue:
10(39), P. 9104 - 9108
Published: Jan. 1, 2019
Highly
chemoselective
Ru(ii)-catalyzed
deacylative
annulation
of
1,3-diones
with
sulfoxonium
ylides
was
achieved
to
afford
(hetero)aryl
substituted
furans.
The Journal of Organic Chemistry,
Journal Year:
2019,
Volume and Issue:
85(2), P. 1216 - 1223
Published: Dec. 6, 2019
A
ruthenium(II)-catalyzed
annulation
between
two
molecules
of
sulfoxonium
ylides
is
achieved,
generating
a
variety
substituted
isocoumarins
in
reasonable
yields.
This
strategy
features
dual
C–H/C–C
activation
one
pot
and
has
wide
substrate
scope
good
functional
group
tolerance.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 19, 2025
A
rhodium-catalyzed
annulation
of
2H-azirines
with
enaminones
is
presented.
This
protocol
affords
a
convenient
approach
to
the
diversity-oriented
synthesis
4-acyl-
and
4-formyl
pyrroles
good
functional
group
tolerance.
The
utility
this
reaction
has
been
demonstrated
by
scale-up
preparation,
late-stage
modification
natural
molecules,
diverse
derivatives.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 10, 2025
Compared
with
the
well-developed
cyclization
of
functionalized
propargylamines,
use
unactivated
tertiary
propargylamines
to
access
pyrroles
remains
challenging.
Herein,
we
report
an
efficient
method
for
constructing
tetrasubstituted
via
a
DBU-mediated
intramolecular
cycloaddition
N-alkyl
propargylamines.
This
reaction
employs
dihydropyrrole
intermediates,
followed
by
oxidation
produce
in
presence
2,3-dichloro-5,6-dicyano-p-benzoquinone.
In
addition,
broad
substrate
scope,
high
atom
economy,
selectivity,
and
simple
operation
are
also
advantages
this
protocol.
Organic Letters,
Journal Year:
2019,
Volume and Issue:
21(21), P. 8603 - 8606
Published: Oct. 15, 2019
We
report
a
highly
efficient
copper-catalyzed
three-component
reaction
of
alkylamines,
acetylenedicarboxylates,
and
α-bromocarbonyls
for
the
assembly
fully
substituted
1,3-dihydro-2H-pyrrol-2-ones.
A
variety
alkylamines
ammonium
salt
are
functionalized
with
acetylenedicarboxylates
α-bromocarbonyls.
N-aryl
enaminoesters
also
successfully
alkylated
This
protocol
is
understood
to
proceed
through
radical
Heck-type
coupling
in-situ-generated
bulky
trisubstituted
alkenes
tertiary
alkyl
bromides,
which
realized
first
time.
Chemical Communications,
Journal Year:
2020,
Volume and Issue:
56(29), P. 4078 - 4081
Published: Jan. 1, 2020
A
novel
method
for
the
synthesis
of
3-(2-quinolyl)
chromones
through
a
tandem
[3+2]
cycloaddition/ring-opening/O-arylation
from
ynones
and
quinoline
N-oxides
has
been
developed.
This
protocol
proceeds
under
transition
metal-
additive-free
conditions
can
be
amplified
to
gram
level
in
91%
yield.
3-(1-Isoquinolyl)
3-(2-pyridyl)
are
also
successfully
synthesized
using
isoquinoline
pyridine
basic
conditions.
Various
heteroarene-contaning
were
afforded
30-98%
yields,
which
difficult
obtained
compounds
interest
pharmaceutical
chemistry
chemical
biology.
The Journal of Organic Chemistry,
Journal Year:
2021,
Volume and Issue:
86(9), P. 6289 - 6304
Published: April 19, 2021
A
one-pot
two-step
protocol
for
the
synthesis
of
2-acetyl-1H-pyrroles
from
N-propargylic
β-enaminones
was
described.
When
treated
with
zinc
chloride
in
refluxing
chloroform,
produced
situ
2-methylene-2,3-dihydro-1,4-oxazepines,
which,
upon
further
methanol
chloride,
afforded
2-acetyl-1H-pyrroles.
The
process
found
to
be
general
a
wide
variety
and
yielded
diverse
range
good
high
yields
large
substrate
scope
functional
group
tolerance.
This
operationally
easy
method
may
provide
rapid
access
functionalized
pharmacological
interest.
Advanced Synthesis & Catalysis,
Journal Year:
2019,
Volume and Issue:
362(1), P. 213 - 223
Published: Nov. 12, 2019
Abstract
A
general,
practical,
and
environmentally
friendly
protocol
to
synthesize
1,2,3‐trisubstituted
4‐quinolones
from
readily
available
ynones
sulfonamides
was
developed.
The
construction
of
one
C−C
bond
two
C−N
bonds
via
cleavage
N−S,
C−S,
C−X
(X=F,
Cl,
Br,
O)
is
achieved
under
transition‐metal‐free
conditions
in
step.
This
transformation
generates
1
equiv.
sulfur
dioxide
hydrogen
halide
as
the
byproducts.
broad
substrate
scope
functional
group
tolerance
are
demonstrated
by
52
examples
4‐quinolones.
preliminary
mechanistic
study
supports
a
sequential
Michael
addition/Smiles
rearrangement/
N
‐arylation
reaction
pathway.
magnified
image
