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.
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(12), P. 7971 - 7978
Published: March 14, 2024
We
describe
a
nickel-catalyzed
carbonylative
cross-coupling
of
unactivated
secondary
alkyl
electrophiles
with
the
organozinc
reagent
at
atmospheric
CO
gas,
thus
allowing
expedient
construction
unsymmetric
dialkyl
ketones
broad
functional
group
tolerance.
The
leverage
newly
developed
Chinese Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
42(9), P. 990 - 996
Published: Jan. 18, 2024
Comprehensive
Summary
Catalytic
four‐component
radical
carbonylation
of
unactivated
alkenes
has
recently
been
recognized
as
a
robust
protocol
for
rapid
construction
various
structurally
diverse
carbonyl
compounds.
Given
the
significance
fluorine‐containing
groups,
this
reaction
class
extensively
applied
to
assembly
variety
perfluoroalkyl
carboxylic
acid
derivatives
by
transition
metal
catalysis.
Herein,
we
report
visible‐light‐driven
relay
1,2‐perfluoroalkylation
aminocarbonylation
using
CO
gas
source
and
4CzIPN
organic
photocatalyst.
A
wide
range
amines
were
well
tolerated,
providing
valuable
β‐perfluoroalkylated
amides
with
generally
good
yields
high
chemoselectivity.
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.
European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
27(10)
Published: Feb. 14, 2024
Abstract
A
Pd‐catalyzed
three‐component
intermolecular
reaction
between
aryl
halides,
ClCF
2
COONa
and
phenols
is
developed.
series
of
benzoates
were
synthesized
in
up
to
84
%
yield
via
difluorocarbene
transfer
carbonylation.
It
devoted
acquiring
the
targeted
products
by
construction
new
C−C,
C=O
C−O
bonds
a
one‐pot,
one‐step
process.
The
feature
this
method
includes
use
readily
available
starting
materials,
showing
outstanding
resistance
spatial
obstruction
simple
operation
procedure
with
mild
conditions.
Therefore,
makes
methodology
useful
alternative
other
schemes
typically
used
for
synthesis
esters.
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
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 12, 2025
An
efficient
organophosphorus-catalyzed
thiocarbonylation
reaction
of
disulfides
with
carboxylic
acids
under
air
conditions
was
described.
Various
functional
groups
on
and
can
be
tolerated
the
present
conditions,
affording
thioesters
in
good
to
excellent
yields.
This
method
exhibited
chemoselectivity
applied
for
late-stage
functionalization
drug
molecules
containing
a
acid
group.
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.
