Angewandte Chemie,
Год журнала:
2023,
Номер
135(28)
Опубликована: Май 5, 2023
Abstract
The
aryl‐to‐vinyl
nickel
1,4‐migration
(1,4‐Ni
migration)
reaction
has
been
reported
for
the
first
time.
generated
alkenyl
Ni
species
undergo
a
reductive
coupling
with
unactivated
brominated
alkanes
affording
series
of
trisubstituted
olefins.
This
tandem
exhibits
mild
conditions,
broad
substrate
scope,
high
regioselectivity,
and
excellent
Z
/
E
stereoselectivity.
A
controlled
experiments
have
shown
that
critical
1,4‐Ni
migration
process
is
reversible.
In
addition,
intermediates
obtained
after
are
highly
stereoselective
do
not
isomerization.
trace
isomerization
products
caused
by
instability
product.
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.
Angewandte Chemie International Edition,
Год журнала:
2023,
Номер
62(28)
Опубликована: Май 5, 2023
The
aryl-to-vinyl
nickel
1,4-migration
(1,4-Ni
migration)
reaction
has
been
reported
for
the
first
time.
generated
alkenyl
Ni
species
undergo
a
reductive
coupling
with
unactivated
brominated
alkanes
affording
series
of
trisubstituted
olefins.
This
tandem
exhibits
mild
conditions,
broad
substrate
scope,
high
regioselectivity,
and
excellent
Z/E
stereoselectivity.
A
controlled
experiments
have
shown
that
critical
1,4-Ni
migration
process
is
reversible.
In
addition,
intermediates
obtained
after
are
highly
stereoselective
do
not
isomerization.
trace
isomerization
products
caused
by
instability
product.
iScience,
Год журнала:
2024,
Номер
27(3), С. 109223 - 109223
Опубликована: Фев. 15, 2024
SummaryIn
recent
years,
significant
advancements
have
been
made
in
the
synthesis
and
application
of
1,3-dienes.
This
specific
structural
motif
has
garnered
attention
from
researchers
materials
science
biology
due
to
its
unique
aggregation-induced
emission
(AIE)
properties
extensive
conjugation
systems.
The
luminescent
characteristics
these
compounds
are
notably
influenced
by
geometry
two
double
bonds.
Therefore,
it
is
essential
consolidate
stereoselective
synthetic
strategies
for
comprehensive
review
seeks
elucidate
diverse
techniques
employed
attain
stereo-control
1,3-diene-based
AIE
luminogens
(AIEgens).
Particular
emphasis
placed
on
comprehending
determinants
stereoselectivity
exploring
array
substrates
amenable
methods.
Furthermore,
underscores
exhibited
their
utility
organic
light-emitting
diodes
(OLEDs),
stimuli-responsive
materials,
sensors,
bioimaging,
photodynamic
therapy
(PDT).Graphical
abstract
Organic Letters,
Год журнала:
2023,
Номер
25(16), С. 2761 - 2766
Опубликована: Апрель 13, 2023
We
report
a
highly
regioselective
three-component
coupling
reaction
of
styrene,
CO
gas,
and
an
amine
compound
to
synthesize
multisubstituted
α,β-unsaturated
amides,
which
involves
palladium-catalyzed
sequential
1,4-palladium
migration,
C(sp2)-H
activation,
carbonylation,
amination.
Salient
features
this
strategy
include
the
use
1
atm
CO,
excellent
stereochemistry,
good
functional
group
tolerance.
Further,
series
control
experiments
density
theory
calculations
were
performed
afford
some
insights
for
transfer
mechanism.
Selective
functionalization
of
remote
C-H
bonds
via
metal/hydride
shift
and
cross-coupling
represents
a
powerful
strategy
in
modern
synthetic
chemistry.
Herein,
we
report
highly
efficient
aryl-to-vinyl
1,4-nickel
migration
coupled
with
reductive
for
the
stereoselective
synthesis
conjugated
dienes.
This
tandem
process
proceeds
under
mild
conditions,
accommodates
wide
range
substrates,
achieves
excellent
regioselectivity
Z/E
stereoselectivity,
offering
valuable
method
constructing
multisubstituted
Chinese Journal of Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 14, 2025
Comprehensive
Summary
We
developed
a
novel
Pd‐catalyzed
carbonylation
of
ortho
‐alkenyl
iodobenzenes
with
CO,
affording
diverse
array
3‐arylindenones
in
good
to
excellent
yields
(up
94%
yield).
This
methodology
exhibits
broad
substrate
scope
and
functional
group
compatibility.
The
synthetic
utility
was
demonstrated
by
gram‐scale
reaction,
product
derivatizations,
the
preparation
an
intermediate
for
PPARγ
agonist.
Chemical Communications,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
A
sequential
three-component
intermolecular
carbopalladation/Heck
cyclization/intermolecular
C–H
bond
functionalization
for
versatile
alkylated
polyfluoroarenes
containing
an
indene
skeleton
is
presented.
Nature Communications,
Год журнала:
2025,
Номер
16(1)
Опубликована: Апрель 9, 2025
Migratory
functionalization
of
C-H
bonds
through
metal
migration
from
carbon
to
under
transition
catalysis
is
a
process
significant
academic
and
industrial
interest.
Herein,
palladium-catalyzed
migratory
cyclization
α-bromoalkene
derivatives
ArXCBr=CH2,
in
which
X
denotes
phosphorus
(P(O)R),
silicon
(SiR2),
sulfur
(SO2),
(C(O)),
nitrogen
(NTs),
or
oxygen-based
moiety,
affording
various
benzoheterocyclic
compounds
has
been
developed.
Mechanistic
investigations
have
demonstrated
that
the
reaction
proceeds
an
unexpected
cascade,
with
trans-1,2-palladium
between
sp2
carbons
being
key
step
catalytic
cycle.
To
best
our
knowledge,
this
type
not
reported
previously.
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(6), С. 1537 - 1543
Опубликована: Янв. 1, 2023
A
novel
approach
to
synthesize
β,β-diaryl
substituted
α,β-unsaturated
esters
in
high
efficiency
and
with
excellent
regio-
stereoselectivities
was
developed.
