Silanes as a versatile hydride source for Ni–H catalysis: a promising tool for π-hydro functionalization
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(15), С. 4290 - 4317
Опубликована: Янв. 1, 2024
Nickel-catalyzed
hydrofunctionalization
of
π-substrates
is
a
possibly
effective
method
to
synthesize
several
value-added
molecular
architectures.
This
review
covers
the
NiH
catalyzed
reactions
alkenes,
alkynes
and
allenes.
Язык: Английский
NiH-catalyzed C–N bond formation: insights and advancements in hydroamination of unsaturated hydrocarbons
Chemical Science,
Год журнала:
2023,
Номер
15(2), С. 442 - 457
Опубликована: Дек. 6, 2023
The
formation
of
C-N
bonds
is
a
fundamental
aspect
organic
synthesis,
and
hydroamination
has
emerged
as
pivotal
strategy
for
the
synthesis
essential
amine
derivatives.
In
recent
years,
there
been
surge
interest
in
metal
hydride-catalyzed
reactions
common
alkenes
alkynes.
This
method
avoids
need
stoichiometric
organometallic
reagents
overcomes
problems
associated
with
specific
compounds
that
may
impact
functional
group
compatibility.
Notably,
developments
have
brought
to
forefront
olefinic
hydroamidation
facilitated
by
nickel
hydride
(NiH)
catalysis.
inclusion
suitable
chiral
ligands
paved
way
realization
asymmetric
realm
olefins.
review
aims
provide
an
in-depth
exploration
latest
achievements
bond
through
intermolecular
catalyzed
hydrides.
Leveraging
this
innovative
approach,
diverse
range
alkene
alkyne
substrates
can
be
efficiently
transformed
into
value-added
enriched
bonds.
intricacies
are
succinctly
elucidated,
offering
concise
overview
underlying
reaction
mechanisms.
It
our
aspiration
comprehensive
will
stimulate
further
progress
NiH-catalytic
techniques,
fine-tune
systems,
drive
innovation
catalyst
design,
foster
deeper
understanding
Язык: Английский
Nickel Catalyzed Enantioselective 1,4-Hydroamination of 1,3-Dienes
Journal of the American Chemical Society,
Год журнала:
2024,
Номер
146(27), С. 18440 - 18450
Опубликована: Июль 1, 2024
Transition
metal-catalyzed
enantioselective
hydroamination
of
1,3-dienes
provides
a
direct
methodology
for
the
construction
chiral
allylamines.
So
far,
all
reported
examples
used
nucleophilic
amines
and
proceeded
with
3,4-regioselectivity.
Herein,
we
describe
first
example
nickel-catalyzed
1,4-hydroamination
using
trimethoxysilane
hydroxylamines
structurally
adaptable
aromatic
spiroketal
based
diphosphine
(SKP)
as
ligand,
affording
wide
array
α-substituted
allylamines
in
high
yields
excellent
regio-
enantioselectivities.
This
operationally
simple
protocol
demonstrated
broad
substrate
scope
functional
group
compatibility,
significantly
expanding
chemical
space
Experimental
DFT
studies
were
performed
to
elucidate
mechanism
rationalize
enantioselectivities
reaction.
Язык: Английский
Visible-Light-Driven Decarboxylative Borylation: Rapid Access to α- and β-Amino-boronamides
Organic Letters,
Год журнала:
2023,
Номер
25(51), С. 9249 - 9254
Опубликована: Дек. 19, 2023
In
this
study,
we
described
a
two-step
process
involving
an
efficient
visible-light-induced
decarboxylative
borylation
of
α-
and
β-amino
redox-active
esters
with
bis(catecholato)diboron,
followed
by
transamination
1,8-diaminonapthalene
(DANH2).
A
series
boronamides
were
obtained
in
moderate
to
excellent
yields
one-pot
procedure.
The
photochemical
proved
be
very
even
when
conducted
under
flow
conditions
shorter
reaction
durations
scalable
synthesis
DAN
boronates.
Язык: Английский