Angewandte Chemie,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 9, 2024
Abstract
Starting
from
N
‐acyl
sulfonimidamides,
mechanochemically
generated
rhodium
nitrenoids
undergo
intramolecular
N−O
couplings
to
provide
unprecedented
1,3,2,4‐oxathiadiazole
3‐oxides
in
good
excellent
yields.
The
cyclization
proceeds
efficiently
with
a
catalyst
loading
of
only
0.5
mol
%
the
presence
phenyliodine(III)
diacetate
(PIDA)
as
oxidant.
Neither
an
inert
atmosphere
nor
additional
heating
is
required
this
solvent‐free
procedure.
Under
heat
or
blue
light,
newly
formed
five‐membered
heterocycles
function
nitrene
precursors
reacting
sulfoxides
exemplified
by
imidation
dimethyl
sulfoxide.
ChemistrySelect,
Journal Year:
2025,
Volume and Issue:
10(3)
Published: Jan. 1, 2025
Abstract
A
novel
synthetic
route
for
the
direct
synthesis
of
4,5‐diarylisoxazoles
is
less
common.
facile
and
efficient
4,5‐diarylisoxazole
derivatives
via
I
2
‐mediated
reaction
from
α,β‐chalcone
epoxides
under
mild
metal‐free
conditions
developed.
This
protocol
enables
access
to
in
good
excellent
yields
using
EtOH/H
O
(1:1)
solvent
at
80
°C
temperature.
The
structural
integrity
compounds
was
confirmed
by
1
H,
13
C,
IR,
CHNS,
GC‐MS,
SC‐XRD
analysis.
This
review
summarizes
recent
progress
in
EDA
complex-promoted
C–S
bond
formation
using
various
sulfur-containing
substrates
under
mild
conditions
via
visible
light
irradiation.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
27(4), P. 961 - 966
Published: Jan. 21, 2025
An
electrochemical
strategy
for
the
regioselective
construction
of
seleno-benzothiophenes/furans
is
reported
through
selenocyclization,
followed
by
Wagner-Meerwein
rearrangement.
This
electro-oxidative
tandem
process
operates
under
metal-free
and
external
chemical
oxidant-free
conditions.
Advantageously,
unprotected
homopropargyl
alcohols
were
found
to
be
compatible
reaction
conditions,
releasing
water
dihydrogen
as
biproduct.
methodology
reveals
good
functional
group
tolerance,
allowing
a
broad
spectrum
substrate
scopes
up
87%
isolated
yield.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 10, 2025
The
synthesis
of
bioactive
oxazoles
is
often
inefficient,
and
the
reported
methods
remain
largely
unexplored
for
complex
derivatives.
To
circumvent
this
issue,
we
have
utilized
a
metal-free,
photomediated
[3
+
2]
cycloaddition
reaction
between
diazo
compounds
nitriles,
leading
to
step-
reagent-economical
oxazoles.
These
exciting
developments
guided
us
in
efficient
oxazole-based
natural
products
like
annuloline,
alkaloids
pimprinethine,
labradorin
2,
oxazole-containing
pharmaceuticals
such
as
oxaprozin.
Utilizing
approach,
also
demonstrated
deuterium-labeled
heterocyclic-based
ChemistrySelect,
Journal Year:
2025,
Volume and Issue:
10(17)
Published: April 29, 2025
Abstract
We
report
an
efficient
and
straightforward
strategy
for
the
synthesis
of
substituted
dihydrofuro[3,4‐c]isoxazoles
dihydro‐4H‐pyrano[4,3‐c]isoxazoles
via
intramolecular
nitrile
oxide
cycloaddition
(INOC)
reactions
aldoximes,
employing
(diacetoxyiodo)benzene
(PIDA/DIB/PhI(OAc)₂)
as
a
single,
cost‐effective
oxidizing
agent.
This
method
enables
practical
economical
structurally
diverse
highly
functionalized
oxygen‐bridged
isoxazole
derivatives
under
mild
reaction
condition
with
short
time.
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 9, 2024
Abstract
Starting
from
N
‐acyl
sulfonimidamides,
mechanochemically
generated
rhodium
nitrenoids
undergo
intramolecular
N−O
couplings
to
provide
unprecedented
1,3,2,4‐oxathiadiazole
3‐oxides
in
good
excellent
yields.
The
cyclization
proceeds
efficiently
with
a
catalyst
loading
of
only
0.5
mol
%
the
presence
phenyliodine(III)
diacetate
(PIDA)
as
oxidant.
Neither
an
inert
atmosphere
nor
additional
heating
is
required
this
solvent‐free
procedure.
Under
heat
or
blue
light,
newly
formed
five‐membered
heterocycles
function
nitrene
precursors
reacting
sulfoxides
exemplified
by
imidation
dimethyl
sulfoxide.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(17), P. 12378 - 12386
Published: Aug. 22, 2024
Photocatalyst-free
visible
light-enabled
direct
oxygenation
of
furan-tethered
α-azidoketones
was
studied.
The
reaction
yielded
various
products
depending
on
the
substituents,
with
isoxazoles
forming
as
major
products.
findings
suggest
that
singlet
oxygen
generated
during
and
reacted
in
a
[4
+
2]
fashion
to
yield
endoperoxides,
which
rearranged
multiple
ways
generate
isoxazoles.
Some
synthesized
were
evaluated
α-glucosidase
inhibitors,
three
them
5bi,
5bj,
5bl
exhibited
good
activity
IC50
values
454.57
±
29.34,
147.84
2.28,
272.58
42.06
μM,
respectively,
when
compared
standard
drug
acarbose
(IC50
=
1224.33
126.72
μM).
Molecules,
Journal Year:
2024,
Volume and Issue:
29(24), P. 5848 - 5848
Published: Dec. 11, 2024
Oxazoles
are
important
five-membered
heterocycles
that
contain
both
nitrogen
and
oxygen
atoms.
Due
to
their
wide
range
of
biological
activities,
many
oxazoles
demonstrate
potential
for
extensive
application
in
various
fields,
including
medicinal
chemistry.
Trifluoromethyl
carbinol,
an
pharmacophore,
contains
trifluoromethyl
hydroxyl
groups
is
common
molecules
with
activities.
Constructing
a
carbinol
unit
undoubtedly
valuable
expanding
the
chemical
space
drug
discovery.
In
this
study,
simple
efficient
method
was
developed
synthesis
containing
CF3-substituted
alcohol
via
tandem
cycloisomerization/hydroxyalkylation
N-propargylamides
trifluoropyruvates
through
rational
Lewis
acid
catalytic
mechanism.
This
Zn(OTf)2-catalyzed
synthetic
protocol
operationally
provides
series
moderate
good
yields.
The
demonstrates
broad
substrate
scope,
high
functional
group
tolerance,
atom
economy
can
achieve
gram-level
reactions,
indicating
strong
possibility
its
practical
application.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Sept. 12, 2024
Although
the
transition-metal-catalyzed
[3+2]
cycloadditions
to
access
isoxazoles
have
been
described
well,
organocatalytic
methods
remain
underdeveloped.
Herein,
we
report
use
of
an
organophosphine
catalyst
for
preparation
a
series
with
exceptional
regioselectivity
via
cycloaddition
