The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(11), С. 7489 - 7497
Опубликована: Апрель 28, 2023
A
designed
method
for
the
preparation
of
3-aminomethylated
maleimides
via
Morita–Baylis–Hillman
(MBH)
reaction
was
developed.
This
phosphine-catalyzed
coupling
adopted
and
1,3,5-triazinanes
as
substrate,
giving
a
series
maleimide
derivatives
with
double
bond
retained
on
ring
in
41–90%
yield.
Acylation,
isomerization,
Michael
addition
obtained
products
demonstrated
synthetic
application
present
protocol.
The
results
control
experiments
indicated
that
phosphorus
ylide
formation
elimination
take
place
during
pathway.
Organic Letters,
Год журнала:
2024,
Номер
26(29), С. 6209 - 6213
Опубликована: Июль 12, 2024
Palladium-catalyzed
intermolecular
[3
+
2]
annulation
reactions
via
C-H
activation
represent
a
powerful
and
charming
tool
for
assembling
cyclopentanes.
Herein,
we
have
developed
strategy
the
palladium-catalyzed
alkene-relayed
reaction
of
aryl
iodides
maleimides
C(sp
Chemical Communications,
Год журнала:
2021,
Номер
57(66), С. 8194 - 8197
Опубликована: Янв. 1, 2021
A
new
edition
of
[5+1]
annulation
reaction
maleimides
with
2-alkenylphenols
has
been
discovered
under
a
Rh(III)-catalytic
system.
The
process
leads
to
an
efficient
synthesis
valued
spirocyclic
scaffolds
bearing
oxygen-containing
spiro
carbon
in
single
step
and
shows
broad
substrate
scope
good
functional
group
tolerance.
synthetic
utility
exemplified
by
synthesizing
highly
functionalized
2,2-disubstituted-2H-chromene
skeletons
gram-scale
low
catalyst
loading.
Chemical Science,
Год журнала:
2024,
Номер
15(48), С. 20346 - 20354
Опубликована: Янв. 1, 2024
A
highly
site-selective
decarbonylative
[4
+
2]
cyclization
of
carboxylic
acids
with
terminal
alkynes
forming
naphthalenes
is
enabled
by
palladium
cluster
catalysis.
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(18), С. 3118 - 3128
Опубликована: Июль 27, 2023
Abstract
Switchable
synthesis
of
3‐alkenyl
succinimides
and
maleimides
has
been
achieved
via
Michael
addition
oxidative
cross‐coupling
reaction
α‐oxo
ketene
dithioacetals
by
switching
different
conditions.
In
the
presence
30
mol%
CH
3
SO
H
in
DCE
at
120
°C,
occurred
to
afford
40–90%
yields,
whereas
Pd(OAc)
2
DMF
20
were
obtained
40–80%
yields
from
with
maleimides.
The
presupposition
directing
groups
onto
substrates
is
not
required
reaction.
method
can
be
extended
gram
scale.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(20), С. 14264 - 14273
Опубликована: Окт. 9, 2023
Intermolecular
(3
+
2)
annulation
emerges
as
a
potent
approach
for
constructing
5-membered
carbocycles
through
the
fusion
of
two
distinct
components.
This
synopsis
encapsulates
recent
strides
in
realm
transition-metal-catalyzed
dehydrogenative
aromatic
hydrocarbons,
achieved
dual
functionalization
benzylic
and
ortho
C–H
bonds.
Encompassing
three
pivotal
strategies,
namely,
(i)
bond
activation,
(ii)
oxidation,
(iii)
π-coordination
this
review
offers
an
overview
field's
developments.
Macromolecules,
Год журнала:
2022,
Номер
55(14), С. 5985 - 5996
Опубликована: Июль 14, 2022
Three
new
N-arylmaleimide-based
Pd(0)
complexes
[Pd(N-phenylmaleimide)2(2,5-norbornadiene)
(1),
Pd(N-2,6-difluorophenylmaleimide)2(2,5-norbornadiene)
(2),
and
Pd(N-2,6-difluorophenylmaleimide)2(dibenzylideneacetone)
(3)]
were
prepared
used
as
an
initiator
in
conjunction
with
NaBPh4
[Pd(N-arylmaleimide)/NaBPh4
system]
for
polymerization
of
diazoacetates.
The
Pd(N-arylmaleimide)/NaBPh4
system
polymerized
a
series
diazoacetates
(ethyl,
benzyl,
cyclohexyl
diazoacetates)
to
yield
polymers
moderate
good
yield,
particularly
showing
high
activity
diazoacetate.
Matrix-assisted
laser
desorption/ionization
time-of-flight
mass
spectrometry
(MALDI-TOF-MS)
analysis
other
experimental
observations
revealed
the
incorporation
one
N-arylmaleimide
molecule
coordinated
on
Pd
center
into
α-chain
end
obtained
initiating
system,
indicating
that
species
was
generated
by
insertion
Pd–Ph
linkage,
which
first
formed
reaction
complex
NaBPh4,
would
enable
syntheses
α-chain-end-functionalized
poly(alkoxycarbonylmethylene)s.
Chemistry - An Asian Journal,
Год журнала:
2023,
Номер
18(18)
Опубликована: Авг. 4, 2023
Abstract
The
palladium‐catalyzed
reaction
of
aromatic
amides
with
maleimides
results
in
the
formation
a
double
C−H
bond
activation
product,
which
occurs
at
both
benzylic
and
meta
positions.
Computational
chemistry
studies
suggest
that
first
unfolds
via
six‐membered
palladacycle,
maleimide
insertion,
protonation
Pd−N
bond,
then
bond.
process
concludes
reductive
elimination,
producing
an
annulation
product.
energy
decomposition
analysis
(EDA)
showed
deformation
favors
ortho
process.
However,
this
route
is
non‐productive.
interaction
controls
site
where
inserted
into
Pd−C(sp
3
)
determines
its
selectivity.
energetic
span
model
indicates
step
one
turnover
frequency.
Regarding
directing
group,
it
has
been
concluded
strong
Pd−S
bonding
destabilizing
effect
allow
2‐thiomethylphenyl
to
function
effectively
as
group.
Chemical Communications,
Год журнала:
2024,
Номер
60(49), С. 6284 - 6287
Опубликована: Янв. 1, 2024
A
palladium-catalyzed
dual
C-H
functionalization
of
substituted
aromatic
ketones
and
ester
with
maleimides
leading
to
tricyclic
heterocyclic
molecules
good
excellent
yield
is
reported.
In
this
protocol,
weak
chelation
the
carbonyl
groups
has
been
successfully
utilized
for
selective
activation
