The Carbene Chemistry of N-Sulfonyl Hydrazones: The Past, Present, and Future
Chemical Reviews,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 10, 2025
N-Sulfonyl
hydrazones
have
been
extensively
used
as
operationally
safe
carbene
precursors
in
modern
organic
synthesis
due
to
their
ready
availability,
facile
functionalization,
and
environmental
benignity.
Over
the
past
two
decades,
there
has
tremendous
progress
chemistry
of
N-sulfonyl
presence
transition
metal
catalysts,
under
metal-free
conditions,
or
using
photocatalysts
photoirradiation
conditions.
Many
transfer
reactions
are
unique
cannot
be
achieved
by
any
alternative
methods.
The
discovery
novel
development
highly
enantioselective
new
skeletal
editing
represent
notable
recent
achievements
hydrazones.
This
review
describes
overall
made
hydrazones,
organized
based
on
reaction
types,
spotlighting
current
state-of-the-art
remaining
challenges
addressed
future.
Special
emphasis
is
devoted
identifying,
describing,
comparing
scope
limitations
methodologies,
key
mechanistic
scenarios,
potential
applications
complex
molecules.
Язык: Английский
Recent Advances in Site Selective Transformations of β-Enaminones via C-H Functionalization/Annulation
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Янв. 1, 2024
β-Enaminone
transformation
strategies
are
widely
employed
in
the
synthesis
of
numerous
biologically
active
drugs
and
natural
products,
highlighting
their
significance
medicinal
chemistry.
Язык: Английский
Synthesis of Novel Trisubstituted Olefin-Type Probe Molecules Containing N-Heterocycles and Their Application in Detection of Malononitrile
Zhao-Hua Chen,
Shi‐Wei Yu,
Wenjin Xu
и другие.
Organics,
Год журнала:
2024,
Номер
5(2), С. 46 - 58
Опубликована: Апрель 2, 2024
Recently,
the
construction
of
trisubstituted
olefin-type
probe
molecules
has
elicited
attention
many
researchers.
However,
synthesis
probes
containing
two
N-heterocycles
simultaneously
been
rarely
reported.
In
this
study,
starting
from
inexpensive
mucobromic
acid
1
and
N-heterocyclic
compound
2,
we
first
utilized
a
simple
one-step
reaction
to
synthesize
series
compounds
3
bearing
with
structure
rings
in
absence
transition
metal
catalysts
yield
62–86%.
The
optimal
conditions
were
systematically
explored,
obtained
well
characterized
1H
NMR,
13C
X-ray
single-crystal
HR-MS.
preliminary
observation
showed
that,
presence
base,
reacts
as
its
ring-opening
structure,
successive
nucleophilic
substitution
Michael
addition
can
generate
target
product
3.
Considering
that
aldehyde
group
molecular
may
react
malononitrile,
carried
out
some
relevant
investigations
so
realize
visual
detection
malononitrile.
Interestingly,
among
products,
3a–3c
be
prepared
portable
test
strips
through
process
used
achieve
naked-eye
malononitrile
environmental
systems
designed.
Язык: Английский
Platform of Oxidative Transformation of α-Methyl Secondary Enaminones toward Tetrahydropyridines
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 20, 2025
In
this
paper,
the
application
of
α-methyl
secondary
enaminones
in
synthesis
tetrahydrofuropyridines
is
described.
The
key
step
methodology
situ
generation
1-azadiene
from
oxidation
enaminone,
followed
by
a
subsequent
inverse-electron-demand
hetero-Diels–Alder
reaction
proceeded
to
give
desired
product.
Mechanistic
studies
and
density
functional
theory
(DFT)
calculations
revealed
detailed
pathway.
Gram-scale
preparation
experiments
further
transformation
product
demonstrate
potential
applicability
method.
addition,
amide
derivatives
could
be
obtained
employing
β-methyl
as
substrates
under
similar
oxidative
conditions.
present
work
opens
new
window
rarely
reported
enaminones.
Язык: Английский
Rhodium-catalyzed synthesis of N-substituted 3-acylpyrroles from enaminones and vinylene carbonate
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 12, 2024
We
developed
a
cascade
C–H
activation/[3
+
2]
annulation
for
enaminones
and
vinylene
carbonate,
employing
the
catalyst
[Cp*RhCl
2
]
oxidants.
This
reaction
allows
efficient
synthesis
of
3-carbonylpyrroles.
Язык: Английский
Histidine-derivate modified Cu/SiO2 catalyst for selective hydrogenation of dimethyl oxalate to methyl glycolate
Fuel,
Год журнала:
2024,
Номер
381, С. 133701 - 133701
Опубликована: Ноя. 15, 2024
Язык: Английский
Synthesis of Functionalized Indoles by an Iridium-Catalyzed N–H Insertion Cascade: Nucleophilic Cyclization of Naphthylamines with α-Diazocarbonyl Compounds
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 28, 2024
A
novel
iridium-catalyzed
[3
+
2]
annulation
of
naphthylamines
and
α-diazocarbonyl
compounds
was
developed
for
the
rapid
assembly
densely
functionalized
indoles.
This
new
catalytic
process
represents
first
example
a
cascade
intramolecular
nucleophilic
cyclization
by
N-H
insertion
amines.
Various
could
be
obtained
in
high
yields
with
excellent
functional
group
tolerance.
The
reaction
affords
valuable
indole
derivatives,
enabling
expedient
access
to
heterocyclic
analogues
not
easily
accessible
other
methods.
Язык: Английский
A copper-catalyzed annulation reaction of diazo esters with propargyl amines for the synthesis of 2,5-dihydropyrroles
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(16), С. 4546 - 4555
Опубликована: Янв. 1, 2024
An
efficient
protocol
for
the
synthesis
of
2,5-dihydropyrroles
using
diazo
esters
and
propargyl
amines
has
been
reported,
featuring
mild
reaction
conditions,
straightforward
operation,
absence
metal
ligands,
high
atom
economy.
Язык: Английский