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.
Chemical Society Reviews,
Journal Year:
2021,
Volume and Issue:
50(14), P. 8067 - 8101
Published: Jan. 1, 2021
Molecular
oxygen
as
a
green,
inexpensive
oxidant
and
source
has
displayed
lots
of
advantages
compared
to
other
oxidants.
This
review
introduces
the
recent
advances
radical
processes
in
molecular
oxygen-mediated
oxygenation
reactions.
Organic Letters,
Journal Year:
2021,
Volume and Issue:
23(8), P. 3076 - 3082
Published: March 26, 2021
An
unprecedented
method
for
the
construction
of
thiazole-2-thiones
via
an
oxidative
cascade
cyclization
strategy
is
described.
The
novel
protocol
involves
simultaneous
formation
two
C—S
bonds
and
a
C═S
bond
on
structure
enaminones
in
single
operation
through
C(sp2)—H/C(sp3)—H
sulfurations
C(sp3)–H
thiocarbonylation.
This
transformation
allows
efficient
synthesis
with
broad
tolerance
moderate
to
excellent
yields
from
simple
elemental
sulfur.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(11), P. 7188 - 7198
Published: May 12, 2023
Rongalite
has
been
used
as
a
cheap
and
efficient
carbon
synthon
for
the
synthesis
of
divergent
N-heteroaromatics,
including
different
pyridines
quinolines.
The
selective
products
can
be
achieved
by
employing
enaminones
or
enaminones/anilines
reaction
partners.
In
addition,
compared
with
using
conventional
aldehyde
synthons,
rongalite
displays
an
evident
advantage
in
providing
considerably
higher
product
yields
under
milder
conditions.
GC-MS
analysis
process
performed
to
probe
possible
mechanism.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(4), P. 2505 - 2515
Published: Feb. 5, 2024
A
novel
iodine-promoted
difunctionalization
of
α-C
sites
in
enaminones
was
demonstrated
as
a
means
synthesizing
variety
fully
substituted
thiazoles
by
constructing
C–C(CO),
C–S,
and
C–N
bonds.
This
transformation
allows
the
realization
unusual
aryl
C2
synthons
simultaneously
thioylation
dicarbonylation
sites.
preliminary
mechanistic
study
performed
indicated
that
cleavage
C═C
bonds
involves
bicyclization/ring-opening
oxidative
coupling
sequence.
ACS Catalysis,
Journal Year:
2020,
Volume and Issue:
10(6), P. 3733 - 3740
Published: Feb. 6, 2020
An
efficient
[4+1C]insert
approach
to
the
coupling
of
enaminones
with
donor/acceptor
or
donor/donor
carbenes
by
AgOTf-catalyzed
C–C
bond
carbenoid
formal
insertion/cyclization/[1,5]-shift
cascade
reaction
was
successfully
developed,
providing
distinct
chemo-
and
regioselective
multisubstituted
pyrroles.
The
plausible
mechanism
involves
two
catalytic
cycles:
in
first
one,
silver
ions
regioselectively
catalyze
insertion
reaction;
second
control
cyclization
[1,5]-shift
reactions.
This
method
not
only
provides
convenience
applies
atom
economy
synthesis
pyrroles
but
also
presents
an
entry
point
for
further
pyrrole
diversification
via
facile
modification
resulting
4H-pyrrole
products,
as
displayed
a
short
natural
product
lamellarin
L.
Advanced Synthesis & Catalysis,
Journal Year:
2021,
Volume and Issue:
363(20), P. 4811 - 4816
Published: Aug. 26, 2021
Abstract
The
transition‐metal‐free
synthesis
of
3‐dithiocarbamyl
chromones
by
reacting
o
‐hydroxyphenylenaminones
with
thiurams
in
the
presence
KIO
3
and
TEMPO
is
reported.
In
addition,
synthesized
herein
have
been
successfully
utilized
as
starting
materials
pyrimidines
3‐(benzylthio)chromones
via
featured
chromone
ring
opening
C−S
bond
cleavage,
respectively.
magnified
image
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(10), P. 1622 - 1627
Published: March 3, 2023
A
cascade
oxidative
annulation
reaction
of
heterocyclic
ketene
aminals
(HKAs)
with
internal
alkynes
catalyzed
by
[Cp*RhCl2]2
and
oxidized
Cu(OAc)2·H2O
was
developed
to
efficiently
synthesize
highly
functionalized
benzo[de]chromene
derivatives
in
good
excellent
yields.
The
proceeded
the
sequential
cleavage
C(sp2)-H/O-H
C(sp2)-H/C(sp2)-H
bonds.
These
multicomponent
reactions
were
regioselective.
In
addition,
all
products
exhibited
intense
fluorescence
emission
solid
state,
they
demonstrated
concentration-dependent
quenching
presence
Fe3+,
indicating
that
these
compounds
could
be
used
recognition
Fe3+.
Organic Letters,
Journal Year:
2018,
Volume and Issue:
20(9), P. 2762 - 2765
Published: April 17, 2018
A
novel
and
efficient
oxygenation
approach
to
trisubstituted
oxazoles
via
a
copper-catalyzed
aerobic
oxidative
dehydrogenative
annulation
of
amines,
alkynes,
O2
has
been
developed.
This
transformation
combines
dioxygen
activation
C–H
bond
functionalization
provides
practical
protocol
for
the
preparation
oxazole
derivatives,
which
are
privileged
units
found
in
various
bioactive
compounds
or
other
natural
products.
18O-labeling
experiments
were
conducted
reveal
that
was
involved
this
chemistry.
Organic & Biomolecular Chemistry,
Journal Year:
2021,
Volume and Issue:
20(2), P. 282 - 295
Published: Nov. 19, 2021
The
synthesis
of
nitrogen-containing
heterocycles
from
β-aminovinyl
esters(ketones)
was
reviewed
according
to
the
classification
final
heterocycle
synthesis.
The Journal of Organic Chemistry,
Journal Year:
2021,
Volume and Issue:
86(14), P. 9861 - 9868
Published: June 30, 2021
A
direct
enaminone
C–N
bond
coupling
functionalization
that
generates
a
new
C–P
using
dialkyl
phosphonate
for
the
efficient
and
stereoselective
synthesis
of
(E)-alkenylphosphonates
is
reported.
The
reactions
toward
target
products
proceed
well
with
broad
scope,
disclosing
valuable
synthetic
application
enaminones
by
interesting
C(sp2)–N
elaboration.
