Green Chemistry,
Journal Year:
2021,
Volume and Issue:
23(2), P. 1041 - 1049
Published: Jan. 1, 2021
A
copper
modified
phosphorus
doped
g-C3N4
(Cu/P-CN)
has
been
prepared
and
identified
as
an
efficient
catalyst
for
the
synthesis
of
N-arylpyridin-2-amine
derivatives
by
reaction
2-aminopyridine
aryl
boronic
acid
under
irradiation
blue
light.
Journal of the American Chemical Society,
Journal Year:
2020,
Volume and Issue:
142(26), P. 11382 - 11387
Published: June 14, 2020
Herein
we
present
a
Bi-catalyzed
cross-coupling
of
arylboronic
acids
with
perfluoroalkyl
sulfonate
salts
based
on
Bi(III)/Bi(V)
redox
cycle.
An
electron-deficient
sulfone
ligand
proved
to
be
key
for
the
successful
implementation
this
protocol,
which
allows
unusual
construction
C(sp2)–O
bonds
using
commercially
available
NaOTf
and
KONf
as
coupling
partners.
Preliminary
mechanistic
studies
well
theoretical
investigations
reveal
intermediacy
highly
electrophilic
Bi(V)
species,
rapidly
eliminates
phenyl
triflate.
ACS Catalysis,
Journal Year:
2019,
Volume and Issue:
10(3), P. 1742 - 1753
Published: Dec. 27, 2019
The
direct
transition-metal-catalyzed
conversion
of
carboxylic
acid
groups
into
other
C–C
or
C–X
bonds
provides
a
complementary
bond
disconnection
to
traditional
cross-coupling
manifolds.
Decarboxylative
coupling
strategies
can
be
divided
two
mechanistic
frameworks:
decarboxylative
homolysis
processes
that
generate
radicals
and
heterolysis
carbanions.
challenge
both
inducing
decarboxylation
with
unmodified
substrates
enabling
efficient
interception
by
suitable
transition-metal
complex
has
made
achieving
general
approaches
catalytic
cross-couplings
acids
elusive.
Thus,
more
wasteful
indirect
involving
preactivation
the
unit
are
common.
This
Perspective
article
highlights
recent
work
in
area
metal-catalyzed
ionic
reactions
C(sp3)
acids.
In
these
processes,
serves
as
surrogate
for
nucleophiles
normally
generated
deprotonation
use
organometallic
reagents.
many
cases,
this
approach
allow
alkylation
under
less-basic
conditions,
improving
functional
group
compatibility,
ease
access
starting
materials,
inhibit
undesirable
overfunctionalization
products.
Commentary
on
reaction
development,
mechanism,
application
is
provided
along
comparisons
related
transformations.
Journal of the American Chemical Society,
Journal Year:
2021,
Volume and Issue:
143(16), P. 6257 - 6265
Published: April 16, 2021
Simple
copper
salts
serve
as
catalysts
to
effect
C–X
bond-forming
reactions
in
some
of
the
most
utilized
transformations
synthesis,
including
oxidative
coupling
aryl
boronic
acids
and
amines.
However,
these
Chan–Lam
have
historically
relied
on
chemical
oxidants
that
limit
their
applicability
beyond
small-scale
synthesis.
Despite
success
replacing
strong
with
electrochemistry
for
a
variety
metal-catalyzed
processes,
electrooxidative
ligandless
are
plagued
by
slow
electron-transfer
kinetics,
irreversible
plating,
competitive
substrate
oxidation.
Herein,
we
report
implementation
substoichiometric
quantities
redox
mediators
address
limitations
Cu-catalyzed
electrosynthesis.
Mechanistic
studies
reveal
multiple
roles
(i)
rapidly
oxidizing
low-valent
Cu
intermediates,
(ii)
stripping
metal
from
cathode
regenerate
catalyst
active
Pt
surface
proton
reduction,
(iii)
providing
anodic
overcharge
protection
prevent
This
strategy
is
applied
aryl-,
heteroaryl-,
alkylamines
arylboronic
absence
oxidants.
Couplings
under
electrochemical
conditions
occur
higher
yields
shorter
reaction
times
than
conventional
air
provide
complementary
reactivity.
Green Chemistry,
Journal Year:
2021,
Volume and Issue:
23(2), P. 1041 - 1049
Published: Jan. 1, 2021
A
copper
modified
phosphorus
doped
g-C3N4
(Cu/P-CN)
has
been
prepared
and
identified
as
an
efficient
catalyst
for
the
synthesis
of
N-arylpyridin-2-amine
derivatives
by
reaction
2-aminopyridine
aryl
boronic
acid
under
irradiation
blue
light.
