Molecules,
Journal Year:
2024,
Volume and Issue:
29(24), P. 6016 - 6016
Published: Dec. 20, 2024
Nitriles
are
valuable
compounds
because
they
have
widespread
applications
in
organic
chemistry.
This
report
details
the
nickel-catalyzed
reductive
cyanation
of
aryl
halides
and
epoxides
with
cyanogen
bromide
for
synthesis
nitriles.
robust
protocol
underscores
practicality
using
a
commercially
available
cost-effective
reagent.
A
variety
featuring
diverse
functional
groups,
such
as
-TMS,
-Bpin,
-OH,
-NH2,
-CN,
-CHO,
were
successfully
converted
into
nitriles
moderate-to-good
yields.
Moreover,
syntheses
at
gram-scale
application
late-stage
natural
products
drugs
reinforces
its
potentiality.
Advanced Science,
Journal Year:
2023,
Volume and Issue:
11(9)
Published: Dec. 13, 2023
Abstract
Transition
metal‐catalyzed
direct
decarboxylative
transformations
of
aromatic
carboxylic
acids
usually
require
high
temperatures,
which
limit
the
substrate's
scope,
especially
for
late‐stage
applications.
The
development
selective
decarbonylative
acid
derivatives,
most
fundamental
aroyl
chlorides,
with
stable
and
cheap
electrophiles
under
mild
conditions
is
highly
desirable
meaningful,
but
remains
challenging.
Herein,
a
strategy
nickel‐catalyzed
alkylation
chlorides
via
phosphine/nitrogen
ligand
relay
reported.
simple
phosphine
found
essential
decarbonylation
step,
while
nitrogen
promotes
cross‐electrophile
coupling.
Such
system
can
effectively
orderly
carry
out
catalytic
process
at
room
temperature,
utilizing
easily
available
as
an
aryl
electrophile
reductive
alkylation.
This
discovery
provides
new
coupling,
features
operationally
simple,
conditions,
excellent
functional
group
tolerance.
approach
applied
to
methylation
various
pharmaceuticals.
Extensive
experiments
are
carried
provide
insights
into
reaction
pathway
support
process.
Journal of the American Chemical Society,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 7, 2025
The
formation
of
sterically
hindered
C(sp2)-C(sp3)
bonds
could
be
a
useful
synthetic
tool
but
has
been
understudied
in
cross-electrophile
coupling.
Here,
we
report
two
methods
that
couple
secondary
alkyl
bromides
with
aryl
halides
contain
C-X
bonds:
1)
ortho-substituted
nickel
catalysts
and
2)
di-ortho-substituted
iodides
cobalt
catalysts.
Stoichiometric
experiments
deuterium
labeling
studies
show
[Co]
is
better
than
[Ni]
for
oxidative
addition
Ar-I
radical
capture/reductive
elimination
steps
arenes.
For
both
metals,
Ar-H
side
products
observed
reactions
low-yielding
appear
to
arise
from
Ar•
hydrogen-atom
transfer
the
solvent.
While
origins
differences
scope
are
not
yet
understood,
these
demonstrate
previously
unknown
complementarity
between
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(11), P. 3012 - 3018
Published: Jan. 1, 2024
Herein,
we
report
a
decarbonylative
C(sp
2
)–C(sp
)
reductive
cross-coupling
of
aroyl
fluorides
with
aryl
bromides
by
palladium
and
cobalt
co-catalysis.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(44), P. 5723 - 5726
Published: Jan. 1, 2024
A
nickel-catalysed
reductive
ring-opening
reaction
of
7-oxabenzonorbornadienes
with
acyl
chlorides
as
the
electrophilic
coupling
partner
was
developed,
generating
β-acyl
naphthalene
unique
product
without
any
α
iso.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(14), P. 10004 - 10011
Published: June 27, 2024
-Alkoxyphthalimides,
one
kind
of
phthalimide
derivative,
have
great
importance
in
synthesis,
mainly
used
as
free
radical
precursors.
While
the
unit,
for
a
long
time,
was
treated
part
waste
stream.
Construction
C-N
bonds
has
always
been
hot
spot,
especially
reductive
cross-coupling.
Herein,
nickel-catalyzed
cross-coupling
reaction
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Jan. 1, 2024
Nickel-catalysed
chlorination
of
aryl
halides
and
triflates
has
been
developed
with
magnesium
chloride,
which
promoted
the
challenging
reductive
elimination
from
Ni(
ii
)
intermediates.
Although
decarbonylation
of
carbonyl
compounds
have
attracted
much
attention
for
the
direct
molecular
transformations
universal
moieties
into
useful
compounds,
reports
on
catalytic
diaryl
ketones
are
scarce.
In
this
study,
we
successfully
developed
a
unstrained
ketone
in
bearing
bidentate
directing
groups
to
obtain
2,2′-bipyridyls
using
CeO2-supported
Cu–Pd
alloy
nanoparticle
catalyst.
The
catalyst
characterization
and
series
control
experiments
revealed
that
was
efficiently
catalyzed
by
Pd(0)
ensembles,
which
became
electron-deficient
upon
alloying
with
small
amount
Cu(0)
species.
