Journal of the American Chemical Society,
Journal Year:
2016,
Volume and Issue:
138(28), P. 8734 - 8737
Published: June 30, 2016
The
first
example
of
direct
and
site-selective
arylation
indoles
at
the
C6
position
has
been
reported.
key
to
this
high
regioselectivity
is
appropriate
choice
N–P(O)tBu2
directing
group
use
diaryliodonium
triflate
salts
as
coupling
partners
in
presence
catalytic
CuO.
protocol
distinguished
by
mild
reaction
system
that
avoids
ligand
additives,
exhibiting
wide
scope
indole
arene
components
without
compromising
its
efficiency
scalability,
thus
representing
a
significant
advancement
implementation
regioselective
indoles.
Advanced Synthesis & Catalysis,
Journal Year:
2016,
Volume and Issue:
358(8), P. 1174 - 1194
Published: March 31, 2016
Abstract
Copper
salts,
which
are
abundant,
relatively
inexpensive
and
possess
low
toxicity,
have
long
been
used
as
versatile
catalysts
for
various
reactions
in
organic
synthesis.
Recently,
the
development
of
Cu‐catalyzed
or
‐mediated
CH
functionalization
has
gained
significant
attention.
Since
pioneering
work
Daugulis
on
introduction
8‐aminoquinoline
picolinic
acid
auxiliaries
removable
directing
groups
transition
metal‐catalyzed
bond
activations,
combination
copper
salts
with
these
bidentate
emerged
an
innovative
strategy
construction
carbon‐carbon
carbon‐heteroatom
bonds
through
cleavage.
In
addition
to
picolinamide
systems,
several
other
including
2‐aminophenyloxazoline
group
by
Yu
Dai
PIP
system
Shi,
developed
well.
This
review
intends
cover
most
recent
advances
copper‐catalyzed
direct
sp
2
3
functionalizations
assisted
groups.
The
major
achievements
this
area
discussed
catalogued
type
formed
(CC,
CO,
CN,
CS,
CP
etc.).
Special
attention
is
paid
reaction
mechanisms.
Selected
examples
substrates
listed
addition,
a
personal
outlook
given
at
end.
magnified
image
ACS Catalysis,
Journal Year:
2015,
Volume and Issue:
6(2), P. 793 - 797
Published: Dec. 22, 2015
Cobalt-catalyzed
C–H
activation
by
means
of
oxazolinyl
assistance
set
the
stage
for
versatile
direct
amidations
with
ample
substrate
scope.
Thus,
a
high-valent
cobalt(III)
catalyst
enabled
excellent
levels
positional
and
chemo-selectivities.
Mechanistic
studies
provided
strong
support
kinetically
relevant
functionalization.
Chemical Communications,
Journal Year:
2015,
Volume and Issue:
51(24), P. 5089 - 5092
Published: Jan. 1, 2015
Highly
efficient
Pd/PCy3-catalyzed
acylative
Suzuki
coupling
of
carboxylic
amides
has
been
achieved
to
provide
a
variety
aryl
ketones,
including
sterically
hindered
thus
difficultly
accessible
ones.
Journal of the American Chemical Society,
Journal Year:
2016,
Volume and Issue:
138(28), P. 8734 - 8737
Published: June 30, 2016
The
first
example
of
direct
and
site-selective
arylation
indoles
at
the
C6
position
has
been
reported.
key
to
this
high
regioselectivity
is
appropriate
choice
N–P(O)tBu2
directing
group
use
diaryliodonium
triflate
salts
as
coupling
partners
in
presence
catalytic
CuO.
protocol
distinguished
by
mild
reaction
system
that
avoids
ligand
additives,
exhibiting
wide
scope
indole
arene
components
without
compromising
its
efficiency
scalability,
thus
representing
a
significant
advancement
implementation
regioselective
indoles.
