Journal of the American Chemical Society,
Год журнала:
2023,
Номер
145(20), С. 10930 - 10937
Опубликована: Май 15, 2023
Amines
and
carboxylic
acids
are
abundant
synthetic
building
blocks
that
classically
united
to
form
an
amide
bond.
To
access
new
pockets
of
chemical
space,
we
interested
in
the
development
amine-acid
coupling
reactions
complement
coupling.
In
particular,
formation
carbon-carbon
bonds
by
formal
deamination
decarboxylation
would
be
impactful
addition
synthesis
toolbox.
Here,
report
a
cross-coupling
alkyl
amines
aryl
C(sp
ACS Catalysis,
Год журнала:
2021,
Номер
11(11), С. 6519 - 6525
Опубликована: Май 19, 2021
The
construction
of
C–C
bonds
through
cross-coupling
between
two
electrophiles
in
the
absence
excess
metallic
reducing
agents
is
a
desirable
objective
chemistry.
Here,
we
show
that
N-alkylpyridinium
salts
can
be
efficiently
merged
with
aryl
or
alkyl
halides
an
intermolecular
fashion,
affording
products
up
to
92%
yield
at
ambient
temperature.
These
reactions
harness
ability
form
electron
donor–acceptor
complexes
Hantzsch
esters,
enabling
photoinduced
single-electron
transfer
and
fragmentation
afford
radicals
are
subsequently
trapped
by
Ni-based
catalytic
species
promote
C(sp2)–C(sp3)
C(sp3)–C(sp3)
bond
formation.
operationally
simple
protocol
applicable
site-selective
tolerates
diverse
functional
groups,
including
those
sensitive
toward
metal
reductants.
Angewandte Chemie International Edition,
Год журнала:
2022,
Номер
61(33)
Опубликована: Июнь 21, 2022
The
nickel-catalyzed
three-component
reductive
carbonylation
of
alkyl
halides,
aryl
and
ethyl
chloroformate
is
described.
Ethyl
utilized
as
a
safe
readily
available
source
CO
in
this
multi-component
protocol,
providing
an
efficient
practical
alternative
for
the
synthesis
aryl-alkyl
ketones.
reaction
exhibits
wide
substrate
scope
good
functional
group
compatibility.
Experimental
DFT
mechanistic
studies
highlight
complexity
cross-electrophile
coupling
provide
insight
into
sequence
three
consecutive
oxidative
additions
halide,
chloroformate,
halide.
The Journal of Organic Chemistry,
Год журнала:
2022,
Номер
87(12), С. 7589 - 7609
Опубликована: Июнь 7, 2022
Many
contemporary
organic
transformations,
such
as
Ni-catalyzed
cross-electrophile
coupling
(XEC),
require
a
reductant.
Typically,
heterogeneous
reductants,
Zn
Organic Letters,
Год журнала:
2023,
Номер
25(10), С. 1771 - 1775
Опубликована: Март 2, 2023
A
straightforward
cross-coupling
of
aryl
thioether
with
bromide
the
aid
nickel
salt,
magnesium,
and
lithium
chloride
in
tetrahydrofuran
at
ambient
temperature
was
accomplished.
The
one-pot
reactions
proceeded
efficiently
via
C-S
bond
cleavage
to
produce
desired
biaryls
modest
good
yields,
avoiding
use
pregenerated
or
commercial
organometallic
reagents.
Journal of the American Chemical Society,
Год журнала:
2023,
Номер
145(20), С. 10930 - 10937
Опубликована: Май 15, 2023
Amines
and
carboxylic
acids
are
abundant
synthetic
building
blocks
that
classically
united
to
form
an
amide
bond.
To
access
new
pockets
of
chemical
space,
we
interested
in
the
development
amine-acid
coupling
reactions
complement
coupling.
In
particular,
formation
carbon-carbon
bonds
by
formal
deamination
decarboxylation
would
be
impactful
addition
synthesis
toolbox.
Here,
report
a
cross-coupling
alkyl
amines
aryl
C(sp
