Inorganic Chemistry,
Год журнала:
2024,
Номер
63(11), С. 4855 - 4866
Опубликована: Март 6, 2024
This
work
presents
a
comprehensive
mechanistic
study
of
the
ligand-controlled
palladium-catalyzed
prenylation
(with
C5
added)
and
geranylation
C10
reactions
oxindole
with
isoprene.
The
calculated
results
indicate
that
bis-phosphine
ligand
monophosphine
fundamentally
share
common
mechanism.
mechanism
involves
formation
two
crucial
species:
η3-allyl-Pd(II)
cation
an
carbon
anion.
Furthermore,
necessitate
assistance
second
molecule,
which
serves
as
Brønsted
acid,
providing
proton
to
generate
nitrogen
anion
then
acts
base,
abstracting
C–H
from
another
molecule
form
These
details
differ
significantly
those
proposed
in
experimental
work.
present
calculations
do
not
support
presence
Pd–H
species
η3,
η3-diallyl-Pd(II)
intermediate,
were
previously
suggested
experiments.
theoretical
rationalize
finding
favors
oxindole,
while
enables
oxindole.
The Journal of Organic Chemistry,
Год журнала:
2022,
Номер
88(12), С. 7800 - 7809
Опубликована: Ноя. 23, 2022
Here
we
uncovered
that
the
dienones
generated
from
Morita–Baylis–Hillman
carbonates
of
2-cyclopentenone
under
Pd(0)
catalysis
could
be
umpolunged
by
regioselectively
forming
η2-Pd(0)
complexes
via
π-Lewis
base
activation,
and
underwent
asymmetric
inverse-electron-demand
oxa-Diels–Alder
reaction
with
α-cyano
chalcones.
An
array
fused
pyran
frameworks
dense
substitutions
was
constructed
excellent
stereoselectivity
(up
to
99%
ee,
>19:1
dr),
which
elaborated
access
enantioenriched
architectures
higher
molecular
complexity.
Synthetic Communications,
Год журнала:
2023,
Номер
53(18), С. 1520 - 1528
Опубликована: Июль 14, 2023
An
efficient
NaNO2-catalyzed
synthesis
of
2-methylene-3-cyclohexenones
from
easily
accessible
cyclohexenone-MBH
acetates
has
been
established
for
the
first
time.
Target
products
were
rapidly
generated
in
moderate
to
high
yields
and
with
relatively
E/Z
selectivity.
Easy
operation,
good
functional
group
tolerance,
mild
reaction
conditions
practicality
efficiency
NaNO2
formation
constitute
attractive
advantages
this
reaction.
Organic Letters,
Год журнала:
2023,
Номер
25(32), С. 6012 - 6017
Опубликована: Авг. 9, 2023
A
catalyst-
and
temperature-controlled
selective
synthesis
of
sulfonamide
sulfones
from
N-tosylhydrazones
MBH
carbonates
has
been
developed.
The
use
palladium
catalysts
exclusively
leads
to
products
at
room
temperature,
whereas
the
is
dominant
for
a
coupling
reaction
without
catalysis.
Importantly,
or
exhibits
high
nucleophilicity
rather
than
carbene
reactivity
in
these
transformations.
Organic Letters,
Год журнала:
2023,
Номер
25(36), С. 6649 - 6653
Опубликована: Сен. 1, 2023
A
straightforward
approach
for
the
asymmetric
synthesis
of
multifunctionalized
γ-lactams,
including
those
bearing
two
tetrasubstituted
stereogenic
centers,
has
been
developed
through
a
palladium-catalyzed
vinylogous
addition/allylic
amination
process
between
1,3-dienes
and
α-ketoamides.
This
protocol
features
advantages
ready
substrate
availability,
broad
applicability,
high
efficiency,
excellent
stereoselectivity,
making
it
an
attractive
complementary
tool
to
previous
strategies.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(19), С. 5495 - 5501
Опубликована: Янв. 1, 2024
Rhodium(
i
)-catalyzed
sequential
decarboxylation
and
hydroacylation
of
vinyl
benzoxazinanones
with
chelating
aldehydes
for
the
highly
regioselective
synthesis
2-substituted
indolines
via
a
new
η
2
-Rh
complex
has
been
developed.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(9), С. 5801 - 5812
Опубликована: Апрель 13, 2023
3-Amino
oxindole
Schiff
base
has
been
used
as
an
efficient
and
crucial
synthon
for
highly
enantioselective
benzylation
allylation
with
benzyl
bromides
allyl
in
the
presence
of
a
1,3-bis[O(9)-allylcinchonidinium-N-methyl]-2-fluorobenzene
dibromide
phase
transfer
catalyst
under
mild
reaction
conditions.
A
broad
series
chiral
quaternary
3-amino
oxindoles
were
smoothly
obtained
good
to
excellent
yields
enantioselectivities
(up
98%
ee)
substrate
generality.
typical
scale-up
preparation
subsequent
Ullman
coupling
also
performed,
special
important
spirooxindole
benzofuzed
pyrrol
scaffold
potential
pharmaceutical
organocatalytic
activities
was
successfully
obtained.
Chemical Science,
Год журнала:
2023,
Номер
14(39), С. 10867 - 10874
Опубликована: Янв. 1, 2023
A
variety
of
deactivated
heteroarenes
tethered
to
an
unsaturated
carbonyl
motif
can
participate
in
asymmetric
Friedel–Crafts
reactions
with
diverse
electrophilic
reagents
catalysed
by
a
chiral
Pd
0
-complex.
