Angewandte Chemie,
Journal Year:
2024,
Volume and Issue:
136(51)
Published: Aug. 15, 2024
Abstract
Here
we
present
an
effective
nickel‐catalyzed
carbonylative
cross‐coupling
for
direct
access
to
alkyl
aryl
ketones
from
readily
accessible
redox‐activated
tetrachlorophthalimide
esters
and
boronic
acids.
The
methodology,
which
is
run
employing
only
2.5
equivalents
of
CO
simple
Ni(II)
salts
as
the
metal
source,
exhibits
a
broad
substrate
scope
under
mild
conditions.
Furthermore,
this
carbonylation
chemistry
provides
easy
switch
between
isotopologues
stable
(
13
CO)
radioactive
14
isotope
labeling,
allowing
its
adaptation
late‐stage
labeling
pharmaceutically
relevant
compounds.
Based
on
DFT
calculations
well
experimental
evidence,
catalytic
cycle
proposed
involving
carbon‐centered
radical
formed
via
nickel(I)‐induced
outer‐sphere
decarboxylative
fragmentation
redox‐active
ester.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(22), P. 4779 - 4783
Published: May 29, 2024
A
new
strategy
to
obtain
β,γ-unsaturated
ketones
via
the
cross-coupling
of
1,3-butadiene,
alkyl
bromides,
and
arylboronic
acids
under
1
bar
CO
with
nickel
as
catalyst
has
been
developed.
This
newly
developed
four-component
carbonylation
procedure
features
advantages
including
using
a
cheap
catalytic
system,
high
step
economy,
mild
reaction
conditions,
excellent
1,4-regioselectivity,
thereby
providing
sustainable
alternative
tool
for
production
compared
present
tactics.
To
elucidate
application
potential
this
method,
olefin
synthons
are
derived
from
representative
coupling
product.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(37), P. 7834 - 7840
Published: Sept. 5, 2024
The
Narasaka-Heck
reaction
is
one
of
the
most
straightforward
methods
for
constructing
pyrroline
derivatives.
Herein,
we
report
a
novel
nickel-catalyzed
three-component
carbonylation
reaction,
which
cleverly
realizes
continuous
construction
C(sp
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 24, 2025
A
straightforward
and
efficient
nickel-catalyzed
cyclization/carbonylation
transformation
of
N-allylbromoacetamides
toward
the
synthesis
2-pyrrolidinone
derivatives
has
been
developed
with
arylboronic
acids
as
reaction
partner.
This
proceeds
through
a
sequential
single-electron-transfer
pathway
via
5-exo-trig
cyclization
carbonyl
insertion
steps,
furnishing
variety
in
good
yields.
Various
useful
functional
groups
were
well
tolerated.
Moreover,
formic
acid
is
applied
CO
source
here
nickel
catalyst,
which
provides
supplement
for
carbonylation
chemistry
heterocycle
synthesis.
JACS Au,
Journal Year:
2025,
Volume and Issue:
5(3), P. 1413 - 1420
Published: March 5, 2025
Accessing
unsymmetric
ketones
and
achieving
their
carbon
isotope
labeling
are
crucial
yet
challenging
tasks
in
both
synthetic
medicinal
chemistry.
We
report
here
an
efficient
electrochemical
nickel-/cobalt-catalyzed
carbonylative
cross-electrophile
coupling
reaction.
This
method
allows
for
the
modular
synthesis
of
a
library
from
simple
building
blocks,
including
aryl
halides,
alkyl
gaseous
CO.
The
simultaneous
use
nickel
cobalt
salts
as
concerted
catalysts
ensures
high
efficiency
this
three-component
coupling.
Furthermore,
reduction
avoids
stoichiometric
reductants,
making
protocol
more
sustainable
attractive.
broad
substrate
scope
late-stage
13C
complex
molecules
derived
biologically
active
compounds
highlight
practicality
method.
Russian Chemical Reviews,
Journal Year:
2025,
Volume and Issue:
94(3), P. RCR5158 - RCR5158
Published: March 1, 2025
Over
the
last
10–15
years,
conceptually
new
results
have
been
obtained
in
field
of
unsaturated
organozinc
reagents;
these
need
to
be
analyzed
and
integrated.
This
review
systematically
considers
data
on
catalytic
carbozincation
reactions
alkynes,
which
give
alkenyl
compounds,
highly
reactive
intermediates
for
synthesis
functionally
substituted
olefins.
The
catalyzed
by
copper,
iron,
cobalt,
nickel,
rhodium
complexes
are
described.
A
separate
part
addresses
initiated
zirconium
titanium
compounds.
reaction
conditions
indicated;
some
cases,
putative
mechanisms
discussed.
<br>
bibliography
includes
135
references.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 28, 2025
We
propose
a
cobalt-catalyzed
three-component
reaction
conducted
under
mild
conditions.
Following
the
carbonyl
insertion
at
atmospheric
pressure,
proceeds
via
nucleophilic
attack
by
alcohols
to
form
diesters.
Notably,
scope
of
reagents
can
be
extended
include
range
anilines.
Furthermore,
products
this
transformation
serve
as
crucial
synthetic
building
blocks
for
diverse
organic
synthesis
processes,
with
subsequent
derivatizations
yielding
promising
results.
Research Square (Research Square),
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 30, 2025
Abstract
Catalytic
multicomponent
carbonylation
reactions
with
high
regio-
and
chemoselectivity
represent
one
of
the
long-pursued
goals
in
C1
chemistry.
We
herein
disclose
a
practical
cobalt-catalyzed
divergent
radical
alkene
carbonylative
functionalization
under
1
atm
CO
at
23°C.
The
leverage
tridentate
NNN-type
pincer
ligand
is
key
to
avoid
formation
catalytically
inert
Co0(CO)n
species
overcome
occurrence
oxidative
organozincs,
selectively
tuning
catalytic
reactivity
cobalt
center
for
dictating
full
four-component
carbonylation.
Moreover,
direct
use
CO2
as
source
couplings
can
be
achieved
tandem
electro-thermo-catalysis,
thus
allowing
us
rapidly
reliably
construct
unsymmetric
ketones
ample
scope
excellent
functional
group
compatibility.
Remarkably,
our
protocol
encompasses
broader
polyhaloalkanes
electrophiles,
which
underwent
radical-relay
completely
chemoselective
fashion.
Finally,
facile
modifications
drug-like
molecules
demonstrate
synthetic
utility
this
method.
