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
Chemical Reviews,
Год журнала:
2024,
Номер
unknown
Опубликована: Сен. 13, 2024
Hypervalent
iodine(III)
compounds
have
found
wide
application
in
modern
organic
chemistry
as
environmentally
friendly
reagents
and
catalysts.
iodine
are
commonly
used
synthetically
important
halogenations,
oxidations,
aminations,
heterocyclizations,
various
oxidative
functionalizations
of
substrates.
Iodonium
salts
arylating
reagents,
while
iodonium
ylides
imides
excellent
carbene
nitrene
precursors.
Various
derivatives
benziodoxoles,
such
azidobenziodoxoles,
trifluoromethylbenziodoxoles,
alkynylbenziodoxoles,
alkenylbenziodoxoles
group
transfer
the
presence
transition
metal
catalysts,
under
metal-free
conditions,
or
using
photocatalysts
photoirradiation
conditions.
Development
hypervalent
catalytic
systems
discovery
highly
enantioselective
reactions
chiral
represent
a
particularly
recent
achievement
field
chemistry.
Chemical
transformations
promoted
by
many
cases
unique
cannot
be
performed
any
other
common,
non-iodine-based
reagent.
This
review
covers
literature
published
mainly
last
7-8
years,
between
2016
2024.
Organic Letters,
Год журнала:
2024,
Номер
26(15), С. 3091 - 3096
Опубликована: Апрель 3, 2024
Presented
herein
is
a
novel
synthesis
of
pharmaceutically
privileged
spiroindoline
derivatives
via
cascade
reactions
N-methyl-N-nitrosoanilines
with
diazo
homophthalimides.
A
group
mechanistic
studies
disclosed
that
the
formation
product
involves
an
unusual
reaction
mode
N-methyl-N-nitrosoaniline
featuring
initial
C(sp2)–H
bond
activation/alkylation
followed
by
C(sp3)–H
activation/spiroannulation.
To
our
knowledge,
this
first
example
in
which
acts
as
C3N1
synthon
to
accomplish
formal
[4+1]
spiroannulation
participation
N-methyl
unit
rather
than
previously
reported
C2N1
undergo
[3+2]
annulation
without
unit.
In
general,
newly
developed
synthetic
protocol
features
simple
and
readily
accessible
starting
materials,
valuable
products,
unique
mechanism,
high
efficiency
atom-economy,
excellent
compatibility
diverse
functional
groups,
ready
scalability.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(7), С. 1917 - 1923
Опубликована: Янв. 1, 2024
We
present
a
novel
synthesis
of
CF
3
-
and
alkynyl-substituted
quinoline
derivatives
based
on
Rh(
iii
)-catalyzed
cascade
reactions
N
-aryl
amidines
with
two
-ynones.
Then,
some
products
are
transformed
into
polycyclic
-benzo[
k
]phenanthridines
through
an
intramolecular
annulation
reaction.
Organic Letters,
Год журнала:
2024,
Номер
26(4), С. 786 - 791
Опубликована: Янв. 22, 2024
Presented
herein
is
an
unprecedented
synthesis
of
naphtho[1′,2′:4,5]furo[3,2-b]pyridinones
via
Ir(III)-catalyzed
C6/C5
dual
C–H
functionalization
N-pyridyl-2-pyridones
with
diazonaphthalen-2(1H)-ones.
This
protocol
forms
C–C
and
C–O
bonds
in
one
pot
which
diazonaphthalen-2(1H)-ones
serve
as
bifunctional
reagents,
providing
both
alkyl
aryloxy
sources.
To
the
best
our
knowledge,
this
first
example
title
compounds
by
using
substrates.
Notably,
method
features
operational
simplicity,
good
functional
group
tolerance,
high
efficiency,
atom
economy.
Organic Letters,
Год журнала:
2024,
Номер
26(31), С. 6602 - 6607
Опубликована: Июль 30, 2024
Presented
herein
is
a
novel
synthesis
of
indenone-fused
pyran
derivatives
via
the
cascade
reactions
aryl
enaminones
with
cyclopropenones.
The
formation
products
involves
one-pot
procedure
consisting
C–H
bond
and
enamine
functionalization
along
C–C
cleavage
cyclopropenone
1,3-rearrangement
in
situ-formed
allylic
alcohol
moiety
followed
by
intramolecular
O-nucleophilic
addition
Me2NH
elimination.
To
our
knowledge,
this
first
simultaneous
both
indenone
scaffolds
through
concurrent
unsymmetrical
relay
activation
double
C–C/C–O
formation.
Moreover,
usefulness
method
further
showcased
its
suitability
for
large-scale
synthetic
scenarios
diverse
transformations
products.
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(8), С. 1744 - 1750
Опубликована: Фев. 22, 2024
Abstract
The
transmetalation
triggered
rhodium‐catalyzed
C−H
bond
activation
and
tandem
annulation
of
2‐biphenylboronic
acids
with
sulfoxonium
ylides
or
iodonium
has
been
developed.
Various
products
phenanthrenes
were
constructed
under
redox‐neutral
conditions
in
34–86%
yields.
Several
mechanism
exploration
experiments
derivatization
reactions
conducted
sequence
to
gain
a
deeper
understanding
the
process
potential
this
transformation.
It
offers
an
alternative
approach
for
synthesis
phenanthrene
derivatives.
