ACS Catalysis,
Journal Year:
2022,
Volume and Issue:
12(12), P. 7262 - 7268
Published: June 2, 2022
We
disclose
a
Ni-catalyzed
vicinal
alkylarylation
of
unactivated
alkenes
in
γ,δ-alkenylketimines
with
aryl
halides
and
alkylzinc
reagents.
The
reaction
produces
γ-C(sp3)-branched
δ-arylketones
the
construction
two
new
C(sp3)-C(sp3)
C(sp3)-C(sp2)
bonds.
Electron-deficient
play
crucial
dual
roles
as
ligands
to
stabilize
intermediates
increase
catalytic
rates
for
formation
This
alkene
is
also
effective
secondary
reagents
internal
alkenes,
proceeds
complete
regio-
stereocontrol,
affording
products
up
three
contiguous
all-carbon
all-cis
stereocenters.
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
ACS Catalysis,
Journal Year:
2024,
Volume and Issue:
14(20), P. 15790 - 15798
Published: Oct. 10, 2024
Here,
we
report
a
photoredox
and
nickel-catalyzed
cross-electrophile
coupling
strategy
for
the
asymmetric
three-component
1,2-alkylarylation
of
vinyl
boronates
with
(hetero)aryl
bromides
(2°,
3°)-alkyl
redox-active
esters
in
presence
Hantzsch
ester.
With
fluorinated
pyridyl-substituted
chiral
biimidazoline
ligand,
this
reaction
enables
straightforward
access
to
wide
variety
synthetically
valuable
α-aryl
from
readily
available
starting
materials.
This
features
mild
conditions,
broad
substrate
generality,
good
functional
group
tolerance
proceeds
without
using
metal
reductants
or
alkyl
halides.
Furthermore,
alkenyl
halides
other
electron-deficient
alkenes
such
as
acrylates
phosphonates
can
be
applied
successfully.
Preliminary
mechanistic
studies
shed
light
on
potential
pathways
roles
organic
amines.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(6), P. 1190 - 1195
Published: Feb. 3, 2024
A
Ni-catalyzed
reductive
dialkylation
of
8-aminoquinoline-tethered
aliphatic
alkenes
with
two
unactivated
alkyl
electrophiles
is
disclosed
here.
Key
to
the
development
this
transformation
combination
primary
(pseudo)halides
and
secondary
iodides
that
produce
products
in
a
single
regioselective
manner.
The
reaction
exhibits
good
functional
group
compatibility,
its
synthetic
utility
was
demonstrated
by
concise
synthesis
precursors
biologically
relevant
molecules.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(41), P. 8792 - 8797
Published: Oct. 8, 2024
An
enantioselective
1,2-dicarbofunctionalization
of
vinyl
(hetero)arenes
with
alkyl
bromides
and
aryl
through
nickel/photoredox
catalysis
is
described.
This
three-component
domino
arylation
could
generate
a
diverse
array
enantioenriched
1,1-diaryl(heteroaryl)alkanes
good
to
excellent
yields
(up
88%)
high
enantioselectivities
99%
ACS Catalysis,
Journal Year:
2022,
Volume and Issue:
12(12), P. 7262 - 7268
Published: June 2, 2022
We
disclose
a
Ni-catalyzed
vicinal
alkylarylation
of
unactivated
alkenes
in
γ,δ-alkenylketimines
with
aryl
halides
and
alkylzinc
reagents.
The
reaction
produces
γ-C(sp3)-branched
δ-arylketones
the
construction
two
new
C(sp3)-C(sp3)
C(sp3)-C(sp2)
bonds.
Electron-deficient
play
crucial
dual
roles
as
ligands
to
stabilize
intermediates
increase
catalytic
rates
for
formation
This
alkene
is
also
effective
secondary
reagents
internal
alkenes,
proceeds
complete
regio-
stereocontrol,
affording
products
up
three
contiguous
all-carbon
all-cis
stereocenters.
