Journal of the American Chemical Society,
Journal Year:
2021,
Volume and Issue:
143(37), P. 14962 - 14968
Published: Sept. 8, 2021
A
NiH-catalyzed
thioether-directed
cyclometalation
strategy
is
developed
to
enable
remote
methylene
C–H
bond
amidation
of
unactivated
alkenes.
Due
the
preference
for
five-membered
nickelacycle
formation,
chain-walking
isomerization
initiated
by
NiH
insertion
an
alkene
can
be
terminated
at
γ-methylene
site
from
moiety.
By
employing
2,9-dibutyl-1,10-phenanthroline
(L4)
as
ligand
and
dioxazolones
reagent,
occurs
γ-C(sp3)–H
bonds
afford
amide
products
in
up
90%
yield
(>40
examples)
with
remarkable
regioselectivity
(up
24:1
rr).
Nature Communications,
Journal Year:
2021,
Volume and Issue:
12(1)
Published: March 12, 2021
Abstract
The
flourishing
Ni/photoredox-catalyzed
asymmetric
couplings
typically
rely
on
redox-neutral
reactions.
In
this
work,
we
report
a
reductive
cross-coupling
of
aryl
iodides
and
α-chloroboranes
under
dual
catalytic
regime
to
further
enrich
the
metallaphotoredox
chemistry.
This
approach
proceeds
mild
conditions
(visible
light,
ambient
temperature,
no
strong
base)
access
versatile
benzylic
boronic
esters
with
good
functional
group
tolerance
excellent
enantioselectivities.
Angewandte Chemie International Edition,
Journal Year:
2021,
Volume and Issue:
60(44), P. 23584 - 23589
Published: Aug. 27, 2021
Regio-
and
enantioselective
hydroarylamination,
hydroalkylamination
hydroamidation
of
styrenes
have
been
developed
by
NiH
catalysis
with
a
simple
bioxazoline
ligand
under
mild
conditions.
A
wide
range
enantioenriched
benzylic
arylamines,
alkylamines
amides
can
be
easily
accessed
nitroarenes,
hydroxylamines
dioxazolones,
respectively
as
amination
reagents.
The
chiral
induction
in
these
reactions
is
proposed
to
proceed
through
an
enantiodifferentiating
syn-hydronickellation
step.
