Advanced Synthesis & Catalysis,
Journal Year:
2022,
Volume and Issue:
364(18), P. 3199 - 3203
Published: Aug. 3, 2022
Abstract
A
copper‐catalyzed
acylhalogenation
reaction
of
3‐methylanthranils
with
acid
halides,
which
utilizes
the
acyl
halide
as
both
acylating
and
halogenating
source,
is
described.
This
process
involves
N−O/C−H/C−X
bond
cleavages
C−N/C−X
formations
to
furnish
N
‐(2‐(2‐haloyl)phenyl)amides.
Furthermore,
this
difunctional
conversion
using
N−O
oxygen
oxidants
displays
good
tolerance
for
different
functional
groups.
magnified
image
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.
Asian Journal of Organic Chemistry,
Journal Year:
2021,
Volume and Issue:
10(12), P. 3127 - 3165
Published: Oct. 11, 2021
Abstract
Isoxazoles
are
an
important
class
of
heterocycles
with
nitrogen
and
oxygen
in
a
1,2‐relationship.
They
find
wide
applications
synthetic
organic
chemistry
part
several
drug
molecules.
Since
the
last
two
decades,
great
progress
has
been
achieved
synthesis
functionalization
isoxazoles,
which
transition
metal
catalysis
played
pivotal
role
towards
achieving
this
goal.
In
particular,
(TM)‐mediated
site‐selective
functionalizations
isoxazoles
retain
pharmacologically
synthetically
valuable
isoxazole
skeleton,
highly
appealing.
This
comprehensive
review
is
solely
dedicated
to
TM‐mediated
wherein
we
have
included
as
directing
groups
(DG)
for
TM‐catalyzed
C−H
reactions,
direct
functionalization,
along
cross‐coupling
reactions
annulation
finally
ring‐opening
under
TM‐catalysis
also
discussed.
Also,
incorporated
discussions
on
reaction
designs,
their
advantages
limitations,
mechanistic
details
challenges
that
need
be
addressed
inspire
medicinal
chemists
explore
new
arenas
make
use
key
scaffold.
Angewandte Chemie International Edition,
Journal Year:
2022,
Volume and Issue:
61(48)
Published: Oct. 3, 2022
The
structural
design
and
tuning
of
properties
metallaaromatics
are
crucial
in
materials
energy
science.
Herein,
we
describe
the
rapid
synthesis
tetracyclic
containing
quinoline
pentalene
motifs
fused
by
a
metal-bridged
fragment.
These
unique
compounds
display
remarkably
broad
absorption,
enabling
for
first
time
absorption
to
reach
second
near-infrared
(NIR-II)
bio-window.
formation
osmaquinoline
unit
involves
an
unconventional
C(sp2
)-C(sp3
)
coupling
promoted
AgBF4
achieve
[3+3]
cycloaddition.
introduction
cyclic
dπ
-pπ
conjugation
extension
aromatic
π-framework
can
effectively
shrink
HOMO-LUMO
gap,
thus
broadening
window.
considerable
photothermal
conversion
efficiency
(PCE)
both
NIR-I
NIR-II
windows,
high
stability
excellent
electrochemical
behavior
suggest
many
potential
applications
these
condensed
metallaquinolines.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(8), P. 5536 - 5545
Published: April 3, 2024
An
I2-mediated
approach
for
selective
C–H
functionalization
of
unprotected
aniline
derivatives
synthesizing
benzils
and
quinoxaline
from
sulfoxonium
ylides
has
been
described.
Aniline
ornamented
with
different
functional
groups
showed
good
compatibility.
They
afforded
the
corresponding
products
moderate
to
high
yields
via
a
mild
simple
procedure.
Finally,
we
validated
practicality
this
method
by
scaling
up
reaction
further
conversion
synthesized
into
other
valuable
molecules.
The
regioselective
1,2-dicarbonylation
of
aryls
and
heteroaryls
offers
access
to
functionalized
dicarbonylated
heteroaryls,
which
opens
pharmaceuticals
bioactive
molecules
with
diverse
synthetic
utility.
