Nickel-Catalyzed Rearranged Alkenylation of 2-Arylaziridines with Aryl Alkenes to Access Allylamines
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 10, 2025
The
transition-metal-catalyzed
ring-opening
functionalization
of
aziridines
presents
a
promising
approach
for
synthesizing
structurally
complex
amines.
However,
the
rearranged
poses
significant
challenges.
Herein,
we
report
first
alkenylation
with
aryl
alkenes
via
Ni-Brønsted
acid
co-catalysis,
leading
to
rapid
synthesis
diverse
array
allylamines
yields
reaching
up
91%.
Mechanistic
studies
suggest
that
reaction
occurs
through
rearrangement
aziridine
generate
an
imine
intermediate.
This
intermediate
is
subsequently
captured
by
alkene
under
nickel
catalysis,
ultimately
formation
allylamines.
Язык: Английский
Ruthenium-Catalyzed Intramolecular Allene–alkyne Cascade Cyclization: Access to the Sulfone-cyclopenta[a]naphthalene Core
Organic Letters,
Год журнала:
2025,
Номер
27(5), С. 1153 - 1158
Опубликована: Янв. 29, 2025
A
ruthenium-catalyzed
intramolecular
cascade
cyclization
of
allene-alkyne
has
been
achieved.
This
method
offers
a
streamlined
and
atom-economical
approach
for
the
construction
sulfone
bearing
1H-cyclopenta[a]naphthalenes,
an
important
structural
scaffold
that
exists
in
biologically
active
compounds.
Our
approach,
backed
by
mechanistic
insights
from
deuterium
labeling,
DFT
calculations,
potential
reaction
scale-up,
presents
synthetic
chemists
with
invaluable
tool
efficiently
producing
distinct
carbon
framework
one-pot
manner.
protocol
is
operationally
simple,
exhibiting
broad
substrate
scope
consistently
high
yields.
Язык: Английский
Nickel-Catalyzed Hydrocarbamoylation of Alkenes with Isocyanates
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 17, 2025
The
hydrocarbamoylation
of
alkenes
with
isocyanates
is
a
promising
method
for
synthesizing
amides.
However,
applying
this
strategy
to
more
inert,
simple
alkenes,
such
as
styrenes,
α-olefins,
and
internal
poses
significant
challenges.
Here,
we
report
the
first
nickel-catalyzed
isocyanates,
facilitated
by
triethoxysilane
reduce
nickelacycle
intermediates.
By
switching
ligands─including
6,6′-dimethyl-2,2′-bipyridine
N-heterocyclic
carbene─this
efficiently
produces
amides
from
diverse
array
including
gaseous
olefins.
Язык: Английский
Redox-Neutral Coupling of Allyl Alcohols with Trifluoromethyl Ketones via Synergistic Ni–Ti Bimetallic Catalysis
Rong‐Hua Wang,
Bo Li,
Ming-Bai Gou
и другие.
Organic Letters,
Год журнала:
2024,
Номер
26(35), С. 7408 - 7413
Опубликована: Авг. 26, 2024
A
redox-neutral
coupling
of
allyl
alcohols
with
trifluoromethyl
ketones
has
been
developed
via
Ni–Ti
bimetallic
catalysis.
This
innovative
method
allows
for
the
efficient
synthesis
various
β-tertiary
alcohol-substituted
yields
up
to
98%.
The
reaction
is
scalable
and
compatible
a
wide
range
substrates,
including
complex
bioactive
molecules.
Mechanistic
studies
suggest
that
rate-determining
step
involving
β-H
elimination
presence
Ti-based
Lewis
acid,
as
well
hydroxyl
group
on
crucial
driving
reactivity
this
transformation.
Язык: Английский