Chinese Journal of Chemistry,
Journal Year:
2021,
Volume and Issue:
39(10), P. 2781 - 2788
Published: June 27, 2021
Main
observation
and
conclusion
In
this
article,
we
report
a
base‐promoted
sequential
cyclization/aldol‐type
condensation/isomerization
cascade
reaction
of
N
‐propargyl‐β‐enaminones
with
aryl
aldehydes.
The
key
step
in
protocol
is
the
generation
1,4‐oxazepine
anions
from
under
basic
conditions,
which
are
captured
by
method
allows
formation
one
pyridone
core
C—C
double
bond
“one
pot”,
preparation
variety
densely
decorated
derivatives
moderate
to
good
yields
broad
functional
group
tolerance.
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
The Journal of Organic Chemistry,
Journal Year:
2021,
Volume and Issue:
86(9), P. 6423 - 6432
Published: April 27, 2021
A
novel
copper-catalyzed
cyclization
of
readily
available
vinyl
azides
with
CF3-ynones
is
steadily
achieved
under
mild
conditions
to
furnish
the
versatile
2,4-diaryl-6-trifluoromethylated
pyridine
products,
which
are
great
interest
in
medicinal
chemistry.
The
generation
iminophosphorane
intermediates
from
through
Staudinger-Meyer
reaction
ensures
subsequent
1,4-addition
process
this
transformation.
Chemistry - A European Journal,
Journal Year:
2020,
Volume and Issue:
26(20), P. 4592 - 4598
Published: Feb. 13, 2020
C-N
bond
formation
is
regarded
as
a
very
useful
and
fundamental
reaction
for
the
synthesis
of
nitrogen-containing
molecules
in
both
organic
pharmaceutical
chemistry.
Noble-metal
homogeneous
catalysts
have
frequently
been
used
formation,
however,
these
number
disadvantages,
such
high
cost,
toxicity,
low
atom
economy.
In
this
work,
low-toxic
cheap
iron
complex
(iron
ethylene-1,2-diamine)
has
loaded
onto
carbon
nanotubes
(CNTs)
to
prepare
heterogeneous
single-atom
catalyst
(SAC)
named
Fe-Nx
/CNTs.
We
employed
SAC
bonds
first
time.
It
was
found
that
/CNTs
an
efficient
starting
from
aromatic
amines
ketones.
Its
catalytic
performance
excellent,
giving
yields
up
96
%,
six-fold
higher
than
obtained
with
noble-metal
catalysts,
AuCl3
RhCl3
The
showed
efficacy
reactions
thirteen
amine
substrates,
without
need
additives,
seventeen
enaminones
were
obtained.
High-angle
annular
dark-field
scanning
transmission
electron
microscopy
combination
X-ray
absorption
spectroscopy
revealed
species
well
dispersed
single
atoms
might
be
active
species.
This
potential
industrial
applications
it
could
cycled
seven
times
any
significant
loss
activity.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(19), P. 5532 - 5537
Published: Jan. 1, 2024
Chemodivergent
synthesis
of
polysubstituted
pyrroles
and
pyridines
from
N
-allyl
enaminones
via
tandem
site-selective
bromination
the
highly
regioselective
Heck
reaction.
RSC Advances,
Journal Year:
2019,
Volume and Issue:
9(14), P. 7718 - 7722
Published: Jan. 1, 2019
A
intramolecular
oxidative
C(sp2)-N
bond
formation
mediated
by
hypervalent
iodine(iii)
to
obtain
quinoxalines
from
readily
available
N-(2-acetaminophenyl)enaminones
was
developed.
tandem
process
involving
PIDA-mediated
condensation
cyclization
and
a
subsequent
elimination
postulated,
which
highly
efficient
metal-free
under
mild
conditions.
Moreover,
flexible
structural
modifications
of
bearing
carbonyl
groups
are
interest
for
further
transformations
as
building
blocks
in
organic
synthesis.
ChemistrySelect,
Journal Year:
2021,
Volume and Issue:
6(48), P. 13740 - 13772
Published: Dec. 22, 2021
Abstract
Pyrroles
are
an
interesting
class
of
heterocyclic
compounds
due
to
their
widespread
use
both
in
medical
chemistry
and
the
new
materials.
Search
development
effective
methods
for
synthesis
pyrrole
ring
is
urgent
task.
Along
with
this,
systematization
already
known
equally
important
Herein,
we
focused
on
results
NH‐pyrroles
that
have
been
obtained
since
2015.