Palladium-Catalyzed Decarbonylative Nucleophilic Halogenation of Acid Anhydrides
Catalysts,
Год журнала:
2025,
Номер
15(2), С. 191 - 191
Опубликована: Фев. 19, 2025
In
this
study,
we
developed
a
palladium-catalyzed
decarbonylative
nucleophilic
halogenation
reaction
using
inexpensive
and
readily
available
acid
anhydrides
as
substrates.
This
approach
effectively
circumvents
the
instability
of
acyl
chlorides
low
reactivity
fluorides.
The
Pd/Xantphos
catalyst
system
exhibited
excellent
compatibility
with
thermodynamically
kinetically
challenging
reductive
elimination
C–X
bonds
(X
=
I,
Br,
Cl)
from
Pd(II)
intermediates.
Notably,
for
electron-donating
substrates,
adopting
an
open
significantly
improved
efficiency.
positive
effect
may
be
due
to
reversible
nature
CO
insertion
deinsertion,
which
helps
direct
toward
desired
pathway
by
allowing
generated
exit
system.
Mechanistic
studies
suggest
that
proceeds
through
highly
reactive
halide
intermediate,
followed
unimolecular
fragment
coupling
(UFC)
via
decarbonylation
or
alternative
involving
formation
activated
anionic
palladate
complex
in
presence
lithium
halide.
Язык: Английский
Reductive cross-coupling of N-acyl pyrazole and nitroarene using tetrahydroxydiboron: synthesis of secondary amides
Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
21(41), С. 8329 - 8334
Опубликована: Янв. 1, 2023
We
report
on
a
new
method
for
the
synthesis
of
amides
using
acyl
pyrazoles
and
nitroarenes
under
reducing
conditions.
It
was
found
that
react
with
organo-nitro
compounds
in
presence
B2(OH)4,
giving
corresponding
good
yields.
demonstrated
benzoyl
having
various
substituents
different
can
be
used
to
produce
range
N-substituted
benzamides.
The
shows
functional
group
tolerance
has
potential
application
variety
organic
molecules.
Язык: Английский
Solid-state synthesis of lead-free perovskite Cs3Bi2Br9 for photocatalytic O2-involved coupling of aldehydes or alcohols to anhydrides
Journal of Catalysis,
Год журнала:
2024,
Номер
unknown, С. 115750 - 115750
Опубликована: Сен. 1, 2024
Язык: Английский
Batch vs Continuous‐Flow Method to Synthesize N‐(3‐acylamidopropyl)lactams through N‐C Bond Cleavage in Amides with Amidines
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 2, 2024
Abstract
The
selective
N−C
bond
cleavage
of
amides
to
create
value‐added
products
through
a
transition
metal‐free
approach
has
become
significant
challenge.
Here,
we
present
method
convert
into
N
‐(3‐acylamidopropyl)lactams
sequential
amide
chemoselective
and
amidine
ring
opening
under
mild
conditions,
applicable
in
batch
continuous
flow
processes.
These
methods
utilize
bench‐stable
reagents
are
operationally
straightforward
mild,
enabling
synthesis
on
gram
scale
with
excellent
functional
group
tolerance.
Additionally,
the
synthetic
feasibility
these
reactions
conditions
proven
be
highly
efficient,
providing
‐(3‐acylamidopropyl)lactam
derivatives
improved
yields
shorter
reaction
time.
Язык: Английский
Nickel‐Catalyzed Isotopic Labeling: Synthesis of Oxygen‐18‐Labeled Esters from Amides
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(22), С. 3950 - 3957
Опубликована: Окт. 7, 2023
Abstract
A
method
is
developed
for
preparing
18
O‐labeled
esters
through
a
Ni‐catalyzed
three‐component
reaction
of
amides,
alkyl
halides,
and
water.
This
demonstrated
excellent
selectivity
compatibility
with
various
amides
allowing
the
synthesis
diverse
isotopically
labelled
esters.
bromides,
carboxylates
that
generated
from
water
in
presence
base
formed
desired
Язык: Английский
Facile Cleavage of Activated Ketones: An Access to Thioethers via In Situ Generation of Anhydrides by Pummerer-Type Rearrangement
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(10), С. 7020 - 7026
Опубликована: Апрель 25, 2024
Herein,
we
report
an
oxygen
insertion
in
activated
ketones
from
simple
inorganic
carbonates
for
the
synthesis
of
symmetric
aromatic
anhydrides.
For
first
time,
Li2CO3
acts
as
source
and
situ
generated
anhydrides
undergo
Pummerer-type
rearrangement
to
access
α-benzoyloxy–thioethers.
Attractively,
this
protocol
occurs
under
metal-,
ligand-,
oxidant-free
conditions
is
compatible
with
a
wide
range
substrates.
Control
experiments
reveal
reaction
pathway.
Язык: Английский