Synthesis,
Год журнала:
2024,
Номер
56(20), С. 3108 - 3118
Опубликована: Апрель 30, 2024
Abstract
The
medicinal
importance,
natural
rarity,
and
challenges
associated
with
the
synthesis
of
C3-functionalized
1H-indazoles
have
propelled
development
novel
practical
1H-indazole
N-oxides
for
production
diverse
arrays
1H-indazoles.
use
has
been
remarkably
effective
selective
introduction
functional
groups,
including
amino
(NHAr),
chloro
(Cl),
hydroxy
(OH),
sulfonyl
(SO2Ar),
aromatic
(Ar),
olefin,
alkyl,
N-formyl
(NRCHO)
to
indazole
pharmacophore
molecules.
This
review
offers
a
concise
overview
synthetic
approaches
applications
N-oxides,
recent
studies
conducted
by
authors.
Transformative
reactions
involving
not
only
offer
strategies
synthesizing
but
also
hold
significant
potential
in
chemistry.
1
Introduction
2
Synthetic
Approaches
Applications
1H-Indazole
N-Oxides
3
Summary
Outlook
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 3, 2025
The
effective
assembly
of
benzazepine
skeletons
in
a
sustainable
and
atom-economical
fashion
remains
challenging
goal
modern
organic
synthesis.
Presented
herein
is
novel
synthesis
indazole
fused
2-benzazepine
derivatives
based
on
formal
[4
+
3]
annulation
3-aryl-1H-indazoles
with
cyclopropenones.
formation
products
proceeds
through
Ir(III)-catalyzed
aryl
C-H
bond
metalation
cyclopropenone
ring-opening
leading
to
acylation,
followed
by
an
intramolecular
N-nucleophilic
conjugated
addition.
By
using
this
method,
number
valuable
were
effectively
generated.
This
protocol
addresses
the
challenges
constructing
medium-sized
rings
cascade
C-H/C-C
activation
C-C/C-N
formation.
Moreover,
photophysical
properties
thus
obtained
also
evaluated.
It
turned
out
that
all
compounds
tested
showed
solvent
polarity-dependent
fluorescence
features,
which
could
be
potentially
applied
for
revealing
polarity
their
immediate
environments.
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Май 29, 2025
Iridium(III)-catalyzed
regioselective
cyclization
of
substituted
oximes
with
iodonium
ylides
has
been
described.
This
methodology
offered
multisubstituted
heterocyclic
N-oxides
under
mild
reaction
conditions
in
a
redox-neutral
manner.
The
was
also
compatible
vinyl
oximes.
Additionally,
substrate
diversification
carried
out
to
illustrate
the
synthetic
application
protocol.
A
possible
mechanism
involving
C-H
bond
activation
proposed
as
well
supported
by
isolation
key
five-membered
iridacycle
intermediate.
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(15), С. 3372 - 3378
Опубликована: Май 29, 2024
Abstract
Presented
herein
is
a
switchable
synthesis
of
naphthalenone
spiroindanediones
or
4‐acyl‐1‐naphthols
via
condition‐controlled
divergent
cascade
reactions
aryl
enaminones
with
diazoindanediones.
When
the
reaction
was
carried
out
in
presence
an
oxidative
additive,
spiroindanedione
formed
through
C(
sp
2
)−H
alkylation
followed
by
simultaneous
spiroannulation
and
elimination
dimethylamine.
acid
on
other
hand,
4‐acyl‐1‐naphthol
ring
opening
moiety
attacked
situ
released
In
addition,
are
suitable
for
gram‐scale
applications
compatible
variety
substrates.
Moreover,
naphthol
products
allow
structural
elaborations
hybridization
drug,
thus
further
enhancing
value
this
developed
method.
Molecules,
Год журнала:
2024,
Номер
29(15), С. 3567 - 3567
Опубликована: Июль 29, 2024
Transition-metal-catalyzed
directed
C-H
functionalization
with
various
carbene
precursors
has
been
widely
employed
for
constructing
a
wide
range
of
complex
and
diverse
active
molecules
through
metal
migratory
insertion
processes.
Among
precursors,
iodonium
ylides
serve
as
novel
emerging
precursor
features
including
easy
accessibility,
thermal
stability
high
activity,
which
have
attracted
great
attention
from
organic
chemists
achieved
tremendous
success
in
transformation.
In
this
review,
recent
progress
on
the
application
multifunctional
coupling
characteristics
bond
activation
reactions
is
summarized,
potential
discussed.
Organic Letters,
Год журнала:
2023,
Номер
25(28), С. 5185 - 5190
Опубликована: Июль 13, 2023
Cp*Rh(III)-catalyzed
nitro-directed
C-H
alkylation/alkenylation
of
nitroarenes
has
been
reported
for
the
first
time.
This
protocol
is
associated
with
features
high
efficiency,
broad
substrate
scope,
and
good
functional
group
compatibility.
Additionally,
gram-scale
experiments
synthetic
applications
proved
practicability
method.
Moreover,
preliminary
mechanistic
investigations
consistently
revealed
bond
cleavage
as
rate-limiting
step.
Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
21(37), С. 7525 - 7529
Опубликована: Янв. 1, 2023
A
Rh(
iii
)-catalyzed
ortho
C–H
insertion
of
N
-nitrosoanilines
with
naphthoquinone
carbenes
has
been
developed,
enabling
the
synthesis
biarylamines
and
their
derivatives
through
diverse
elaborations
products.
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
11(1), С. 176 - 182
Опубликована: Ноя. 21, 2023
Transition-metal
catalyzed
reactions
of
diazo
compounds
and
N
,
-dialkylnitrosoamines
had
been
developed,
leading
to
the
efficient
preparation
isoquinoline-1,3,4-trione
derivatives
or
nitroso
ylide
products
in
moderate
excellent
yields.
European Journal of Organic Chemistry,
Год журнала:
2023,
Номер
26(34)
Опубликована: Июль 15, 2023
Abstract
Ruthenium‐catalyzed
C−H
bond
activation
and
tandem
cyclization
of
2‐arylimidazo[1,2‐
a
]pyridines
with
iodonium
ylides
proceed
efficiently.
For
the
first
time,
easily
available
inexpensive
ruthenium
complex
were
employed
to
synthesize
pyrido[1,2‐
]benzimidazole
derivatives
in
good
yields
under
simple
easy‐to‐operate
conditions.
Several
primary
mechanism
investigations
synthetic
applications
involving
gram‐scale
preparation,
derivatization
reactions
transformation
ylide
generated
situ
have
also
been
conducted.
