Angewandte Chemie,
Journal Year:
2023,
Volume and Issue:
135(28)
Published: May 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.
Asian Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Aug. 16, 2024
Abstract
The
present
review
covers
various
advances
in
the
field
of
metal‐catalyzed
coupling
N
‐tosylhydrazones
with
compounds
containing
C−H/heteroatom‐H
bonds,
including
transition
metal
catalysts
i.
e.,
Pd,
Rh,
Cu,
Ag,
Ni
and
Co
resulting
alkylated,
alkenylated,
alkynylated,
allenylated,
annulated
many
other
products.
A
carbene
migratory
insertion
process
play
a
key
role
carbon‐carbon
single
bond
(C−C)
double
(C=C)
formation
undergoes
variety
cascade
reactions
to
synthesize
wide
scope
pharmaceutically
medicinally
valuable
scaffoldings.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(21), P. 4509 - 4514
Published: Aug. 2, 2024
Abstract
Palladium‐catalyzed
stereoselective
olefinic
C−H
alkynylation
of
gem
‐diarylsubstituted
ethylenes
with
propargylic
alcohols
was
achieved
to
access
diverse
unsymmetrical
1,3‐enynes.
The
regio‐
and
stereoselectivities
were
established
through
a
1,4‐palladium
migration
from
aryl
vinyl
in
the
presence
2‐FC
6
H
4
OH
as
additive.
Mechanistic
investigations
suggest
that
cleavage
bond
might
not
be
involved
rate‐determining
step
catalytic
process.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(20), P. 5144 - 5150
Published: Jan. 1, 2023
Efficient
palladium-catalyzed
regioselective
vinylic
C–H
polyfluoroarylation
of
gem
-disubstituted
ethylenes
with
polyfluoroarenes
was
realized
via
an
aryl
to
vinyl
1,4-palladium
migration
process
access
various
polyfluorinated
triarylethenes.
Chinese Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
43(6), P. 1899 - 1899
Published: Jan. 1, 2023
1,3-Conjugated
dienes
are
key
structural
units
of
many
natural
products
and
drugs.Conjugated
alkenes
also
play
a
central
role
in
organic
synthesis
materials
science
due
to
their
special
chemical
properties.At
present,
the
1,3-conjugated
diene
is
mainly
achieved
by
transition
metal
catalysis,
researchers
have
constructed
series
1,3-diene
skeletons
through
this
method,
which
enriches
diversity
conjugated
compounds
extends
application
range
compounds.The
reviewed
classification
based
on
different
types
catalysts,
its
development
prospects
prospected.
European Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
27(6)
Published: Dec. 9, 2023
Abstract
An
efficient
palladium‐catalyzed
annulation
of
3‐arylquinazolinones
with
mono
and
double
alkyne
insertion
was
developed
for
the
synthesis
fused
quinazolinone
derivatives
in
43–80
%
yields.
A
notable
effect
observed
product
yield,
when
bases/additives
were
modulated.
The
reaction
mechanism
is
believed
to
proceed
through
C−X
cleavage/alkyne
insertion/1,4‐Pd
migration
C−H
a
one‐pot
manner.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
11(4), P. 1225 - 1231
Published: Dec. 29, 2023
The
synthesis
of
benzofulvenes
from
α-halo
diarylethylenes
through
1,4-palladium
migration
has
been
reported.
reaction
accepts
a
variety
functional
groups
and
affords
wide
range
functionalized
up
to
93%
yields.
Angewandte Chemie,
Journal Year:
2023,
Volume and Issue:
135(28)
Published: May 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.
