Nickel-Catalyzed Inter- and Intramolecular Reductive Cross-Coupling Reactions of Arylbenzylammonium Salts through Highly Site-Selective C–N Bond Cleavage
ACS Catalysis,
Год журнала:
2024,
Номер
14(7), С. 5039 - 5046
Опубликована: Март 20, 2024
The
site
selectivity
has
been
investigated
for
the
C–N
bond
cleavage
of
arylbenzylammonium
salts
in
reductive
cross-coupling
reactions
with
carbon
electrophiles.
A
wide
variety
triflates
participated
nickel-catalyzed
zinc-mediated
benzyl–aryl
cross-electrophile
coupling
aryl
bromides
to
afford
diarylmethanes
extremely
high
selectivity.
same
reaction
conditions
were
successfully
extended
intramolecular
benzyl(bromoaryl)ammonium
triflates.
Moreover,
underwent
manganese-mediated
benzyl–acyl
aromatic
carboxylic
acids
presence
di-tert-butyl
pyrocarbonate.
These
employ
readily
available
feedstocks
and
reagents,
exhibit
benzylic
bonds
rather
than
bonds,
tolerate
a
functional
groups.
Язык: Английский
Magnesium-Mediated Cross-Electrophile Couplings of Aryl 2-Pyridyl Esters with Aryl Bromides for Ketone Synthesis through In Situ-Formed Arylmagnesium Intermediates
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(18), С. 13661 - 13668
Опубликована: Сен. 9, 2024
Aryl
2-pyridyl
esters
could
efficiently
undergo
cross-electrophile
couplings
with
aryl
bromides
the
aid
of
magnesium
as
a
reducing
metal
in
absence
transition-metal
catalyst,
leading
to
unsymmetrical
diaryl
ketones
modest
good
yields
wide
functionality
compatibility.
In
addition,
reaction
be
easily
scaled
up
and
applied
late-stage
modification
biologically
active
molecules.
Preliminary
mechanistic
study
showed
that
coupling
presumably
proceeds
through
situ
formation
arylmagnesium
reagents
key
intermediates.
Язык: Английский
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