A
photoredox/nickel
dual
catalysis
is
presented
for
the
construction
of
several
kinds
useful
nitrogen-containing
heterocycles.
This
protocol
regioselective
and
features
a
broad
substrate
scope.
It
provides
direct
access
to
heterocycles
by
reacting
alkyl
chlorides
with
readily
available
activated
unactivated
alkenes.
Moreover,
this
can
be
easily
scalable
gram-scale,
it
feasible
use
sunlight
as
light
source.
Mechanistic
studies
suggest
that
energy
transfer
pathway
involved
in
catalytic
process.
Journal of the American Chemical Society,
Journal Year:
2025,
Volume and Issue:
147(2), P. 1667 - 1676
Published: Jan. 7, 2025
We
report
a
Ni-catalyzed
vicinal
alkylarylation
of
unactivated
alkenes
in
γ,δ-
and
δ,ε-alkenylamines
with
aryl
halides
alkylzinc
reagents.
The
reaction
is
enabled
by
amine
coordination
can
use
all
primary,
secondary,
tertiary
amines.
constructs
two
new
C(sp3)-C(sp3)
C(sp3)-C(sp2)
bonds
produces
δ-
ε-arylamines
C(sp3)-branching
at
the
γ-
δ-positions.
A
variety
heteroaryl
iodides
both
primary
secondary
reagents
be
used
as
coupling
carbon
sources.
Mechanistic
studies
suggest
that
cooperative
effect
organic
nitriles
electron-deficient
(EDAs)
ligands.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(68), P. 8946 - 8977
Published: Jan. 1, 2024
Alkene
carbofunctionalization
reactions
have
great
potential
for
synthesizing
complex
molecules
and
constructing
structures
in
natural
products
medicinal
chemistry.
Recently,
dual
photoredox/nickel
catalysis
has
emerged
as
a
novel
strategy
alkene
carbofunctionalization.
Nickel
offers
numerous
advantages
over
other
transition
metals,
such
cost-effectiveness,
abundance,
low
toxicity,
moreover,
it
many
oxidation
states.
catalysts
exhibit
excellent
catalytic
activity
photoredox/transition
metal
catalysis,
facilitating
the
formation
of
carbon-carbon
or
carbon-heteroatom
bonds
organic
transformations.
This
review
highlights
latest
advancements
photoredox/nickel-catalyzed
carbofunctionalizations
includes
literature
published
from
2020
to
2024.
Chemical Science,
Journal Year:
2024,
Volume and Issue:
15(11), P. 4031 - 4040
Published: Jan. 1, 2024
A
free-radical
approach
featuring
an
intramolecular
aryl
migration
has
significantly
expanded
the
scope
for
alkyl–(hetero)arylation
of
simple
olefins.
It
was
also
leveraged
as
key
step
in
a
new
synthesis
recently
approved
pharmaceutical.
Angewandte Chemie International Edition,
Journal Year:
2023,
Volume and Issue:
62(32)
Published: June 15, 2023
We
disclose
a
Ni-catalyzed
regioselective
dialkylation
reaction
of
alkenylarenes
with
α-halocarbonyls
and
alkylzinc
reagents.
The
produces
γ-arylated
alkanecarbonyl
compounds
the
generation
two
new
C(sp
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 11, 2025
An
acylphosphinylation
reaction
has
been
devised
for
the
synthesis
of
β-aryl-γ-ketophosphine
oxides,
employing
styrenes
and
acyl
azolium
salts
through
an
irradiation-induced
radical
relay
mechanism.
This
method
effectively
constructs
C–C
C–P
bonds
while
demonstrating
excellent
functional
group
tolerance.
Mechanistic
studies
revealed
that
a
radical-addition–coupling–elimination
cascade
process
was
involved
in
this
reaction.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(18), P. 4692 - 4697
Published: Jan. 1, 2023
A
copper-catalyzed
hydroboration
of
unactivated
alkenes
using
carbonyl
as
a
weak
directing
group
was
disclosed
with
exclusive
Markovnikov
regioselectivity.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(13), P. 2172 - 2177
Published: March 22, 2023
An
expeditious
and
novel
nickel-catalyzed
selective
arylhydroxylation
of
unactivated
alkenes
with
arylboronic
acids
was
developed.
This
protocol
is
compatible
β,γ-
γ,δ-alkene
amides,
including
traditionally
challenging
internal
alkenes,
to
provide
important
β-arylethylalcohol
scaffolds.
The
free
hydroxyl
group
in
the
final
product
could
be
smoothly
further
transformed
into
other
functional
groups.
Control
experiments
indicated
that
oxygen
atom
derived
from
air.
A
free-radical
cascade
approach
has
enabled
the
develop-ment
of
a
synthetically
versatile
alkyl–arylation
olefins.
This
transformation
engages
an
excellent
range
olefins,
from
mono-
to
tetrasubstituted,
without
requiring
directing
or
electronically
activating
groups.
Further
synthetic
advantages,
such
as
facile
generation
quaternary
cen-ters
and
introduction
heteroaryl
groups
with
Lewis
basic
nitrogen
atoms,
also
complement
transition-metal-catalyzed
alkyl–arylation.
Vicinal
stereoarrays
were
gener-ated
high
levels
diastereoselectivity.
The
potential
this
was
demonstrated
by
serving
key
step
in
concise
synthesis
oliceridine,
new
painkiller
that
received
FDA
approval
2020.
