Nickel-Catalyzed Reductive Alkylation of Pyridines via C–N Bond Activation
Yaxin Yu,
Jia-Fan Qiao,
Tian‐Zhang Wang
и другие.
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Май 15, 2025
In
this
work,
we
utilized
2-pyridylpyridones
as
substrates
for
a
reductive
transformation
with
alkyl
bromides
via
C-N
bond
activation
through
Ni-catalyzed
cross-electrophile
coupling
platform
to
efficiently
construct
2-alkylpyridines
at
room
temperature.
The
reaction
allowed
the
use
of
variety
sensitive
electronic
substituents
on
both
agents.
Yields
up
95%
can
be
achieved
using
wide
array
pyridylpyridones
pyridyl
precursors.
addition,
applications
in
late-stage
functionalization
natural
products
and
drugs
enhanced
its
potential.
Язык: Английский
Silyl Radical as an Isocyanide Transfer Agent for Giese-Type Reactions Involving Aliphatic Amines
Organic Letters,
Год журнала:
2024,
Номер
26(24), С. 5172 - 5176
Опубликована: Июнь 12, 2024
Herein
we
report
silyl
radicals
serve
as
isocyanide
transfer
agents
for
Giese-type
reaction
from
aliphatic
amines
and
electron-deficient
olefins.
α-Primary,
α-secondary,
sterically
encumbered
α-tertiary
primary
could
be
easily
converted
into
isocyanides
coupling
with
olefins
by
employing
latent
under
visible
light
irradiation.
Notably,
the
abstraction
of
silane-mediated
not
only
enables
voltage-independent
activation
strong
C-N
bonds
but
also
represents
a
mechanistic
alternative
in
which
single
electron
reduction
protonation
processes
are
replaced
direct
hydrogen
atom
transfer.
This
transformation
occurs
photoinduced
catalyst-free
conditions
exhibits
excellent
functional
group
compatibility
mild
conditions.
Язык: Английский
Photoredox/nickel dual-catalyzed deaminative cross-electrophile for allenylic alkylation with non-activated alkyl katritzky salts
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(20), С. 5685 - 5694
Опубликована: Янв. 1, 2024
The
first
allenylic
alkylation
with
non-activated
aliphatic
amine
derivatives,
Katritzky
salts,
has
been
developed
via
photoredox/nickel
dual-catalyzed
reductive
deaminative
cross-electrophile
coupling.
Язык: Английский
Synthesis of Secondary Boronates via Deaminative Cross‐Coupling of Alkyl Nitroso Carbamates and Boronic Acids
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
63(37)
Опубликована: Авг. 2, 2024
Abstract
A
strategy
for
transition
metal‐free
cross‐coupling
of
alkyl
nitroso‐carbamates
and
boronic
acids
is
reported.
The
N
‐nitroso
carbamates
are
easily
prepared
from
the
corresponding
amine
in
two
simple
steps.
This
method
allows
synthesis
a
wide
variety
secondary
boronates,
benzylic
boronates
formal
Csp
3
−Csp
2
products
under
operationally
conditions.
Functional
group
tolerance
also
demonstrated
applied
modification
lysine
to
make
non‐canonical
amino
acids.
Язык: Английский
Au,Ag,Cu Doped Niwo4 Hetergeneous with Exceptional Hydrogen Evolution Capability and Stability in Alkaline Media Under Large Current Density Exceeding 100 Ma Cm-2
Опубликована: Янв. 1, 2024
Язык: Английский
Synthesis of Secondary Boronates via Deaminative Cross‐Coupling of Alkyl Nitroso Carbamates and Boronic Acids
Angewandte Chemie,
Год журнала:
2024,
Номер
136(37)
Опубликована: Авг. 2, 2024
Abstract
A
strategy
for
transition
metal‐free
cross‐coupling
of
alkyl
nitroso‐carbamates
and
boronic
acids
is
reported.
The
N
‐nitroso
carbamates
are
easily
prepared
from
the
corresponding
amine
in
two
simple
steps.
This
method
allows
synthesis
a
wide
variety
secondary
boronates,
benzylic
boronates
formal
Csp
3
−Csp
2
products
under
operationally
conditions.
Functional
group
tolerance
also
demonstrated
applied
modification
lysine
to
make
non‐canonical
amino
acids.
Язык: Английский
Temperature-Controlled Chemoselective Couplings of Alkyl Halides with Disulfides
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 9, 2024
An
unprecedented,
transition
metal-free
S-alkylation
of
disulfides
with
alkyl
halides
is
developed
for
the
first
time,
providing
an
efficient
and
green
synthesis
thioethers
even
thioesters.
Notably,
this
new
method
allows
full
utilization
both
sulfur
atoms
under
chemical
reductant-free
conditions
can
be
easily
scaled
up
in
gram
scale,
showing
good
practical
value.
Control
experiments
suggested
that
water,
unprecedentedly,
serves
as
terminal
reductant
whole
reaction.
Moreover,
controllable
N-alkyl
thiopyridones
readily
obtained
at
a
much
lower
reaction
temperature
from
same
starting
materials,
suggesting
kinetic
control
N-alkylation
vs
thermodynamic
process
may
involved
Interestingly,
halo
anion-mediated
group
migration
to
S-alkyl
pyridyl
was
observed,
undergo
novel
mechanism.
Язык: Английский