ACS Catalysis,
Journal Year:
2022,
Volume and Issue:
12(2), P. 993 - 1003
Published: Jan. 3, 2022
A
(MeDalphos)AuCl
complex
was
found
to
efficiently
catalyze
the
cross-coupling
of
indoles
and
allyl
acetates/alcohols.
The
reaction
tolerates
many
functional
groups
selectively
affords
branched
C3-allylated
products
from
both
α-
γ-substituted
substrates.
It
takes
advantage
hemilabile
character
P∧N
ligand.
C(sp2)–C(sp3)
coupling
operates
via
a
Au(I)/Au(III)
redox
cycle
involves
dicationic
π-allyl
Au(III)
as
key
intermediate.
In
this
case,
moiety
adopts
an
asymmetric
σ
+
π-coordination
mode,
substantiated
by
NMR
spectroscopy
density
theory
(DFT)
calculations.
Chemical Reviews,
Journal Year:
2018,
Volume and Issue:
119(4), P. 2192 - 2452
Published: Nov. 27, 2018
C–H
activation
has
surfaced
as
an
increasingly
powerful
tool
for
molecular
sciences,
with
notable
applications
to
material
crop
protection,
drug
discovery,
and
pharmaceutical
industries,
among
others.
Despite
major
advances,
the
vast
majority
of
these
functionalizations
required
precious
4d
or
5d
transition
metal
catalysts.
Given
cost-effective
sustainable
nature
earth-abundant
first
row
metals,
development
less
toxic,
inexpensive
3d
catalysts
gained
considerable
recent
momentum
a
significantly
more
environmentally-benign
economically-attractive
alternative.
Herein,
we
provide
comprehensive
overview
on
until
summer
2018.
Chemical Society Reviews,
Journal Year:
2018,
Volume and Issue:
47(17), P. 6603 - 6743
Published: Jan. 1, 2018
The
present
review
is
devoted
to
summarizing
the
recent
advances
(2015-2017)
in
field
of
metal-catalysed
group-directed
C-H
functionalisation.
In
order
clearly
showcase
molecular
diversity
that
can
now
be
accessed
by
means
directed
functionalisation,
whole
organized
following
directing
groups
installed
on
a
substrate.
Its
aim
comprehensive
reference
work,
where
specific
group
easily
found,
together
with
transformations
which
have
been
carried
out
it.
Hence,
primary
format
this
schemes
accompanied
concise
explanatory
text,
are
ordered
sections
according
their
chemical
structure.
feature
typical
substrates
used,
products
obtained
as
well
required
reaction
conditions.
Importantly,
each
example
commented
respect
most
important
positive
features
and
drawbacks,
aspects
such
selectivity,
substrate
scope,
conditions,
removal,
greenness.
targeted
readership
both
experts
functionalisation
chemistry
(to
provide
overview
progress
made
last
years)
and,
even
more
so,
all
organic
chemists
who
want
introduce
way
thinking
for
design
straightforward,
efficient
step-economic
synthetic
routes
towards
molecules
interest
them.
Accordingly,
should
particular
also
scientists
from
industrial
R&D
sector.
overall
goal
promote
application
reactions
outside
research
dedicated
method
development
establishing
it
valuable
archetype
contemporary
R&D,
comparable
role
cross-coupling
play
date.
Green Chemistry,
Journal Year:
2017,
Volume and Issue:
20(1), P. 28 - 85
Published: Oct. 30, 2017
The
worldwide
urge
to
embrace
a
sustainable
and
bio-compatible
chemistry
has
led
industry
academia
develop
chlorine-free
methodologies
focused
on
the
use
of
CO2-based
compounds,
such
as
dimethyl
carbonate,
feedstocks,
promoters
reaction
media.
Organic Letters,
Journal Year:
2017,
Volume and Issue:
19(19), P. 5256 - 5259
Published: Sept. 13, 2017
Sulfoxonium
ylides
act
as
an
efficient
carbene
precursor
in
rhodium(III)-catalyzed
C-H
acylmethlyation
of
a
variety
arenes
assisted
by
different
chelating
groups,
and
both
aryl-
alkyl-substituted
β-carbonyl
sulfoxonium
are
applicable.
The
system
proceeded
under
redox-neutral
conditions
with
broad
scope,
high
efficiency,
functional
group
tolerance.
Angewandte Chemie International Edition,
Journal Year:
2018,
Volume and Issue:
57(52), P. 17151 - 17155
Published: Nov. 9, 2018
Abstract
Biaryl
atropisomers
are
of
great
importance
in
natural
products,
pharmaceuticals,
and
asymmteric
synthesis.
The
efficient
synthesis
these
chiral
scaffolds
with
full
enantiocontrol
high
diversity
remains
challenging.
Reported
herein
is
a
Pd‐catalyzed
atroposelective
C−H
allylation
tert
‐leucine
as
an
catalytic
transient
auxiliary.
A
wide
range
enantioenriched
biaryl
aldehydes
were
prepared
synthetically
useful
yields
excellent
enantioselectivity
(up
to
>99
%
ee
)
through
β‐O
elimination.
reaction
could
be
carried
out
on
gram
scale
without
erosion
the
value.
variety
axially
carboxylic
acids
obtained
enantiopurity.
resulting
might
used
asymmetric
ligands
and/or
organocatalysts.
Chemical Reviews,
Journal Year:
2022,
Volume and Issue:
122(24), P. 17479 - 17646
Published: Oct. 14, 2022
Alkenes
and
their
derivatives
are
featured
widely
in
a
variety
of
natural
products,
pharmaceuticals,
advanced
materials.
Significant
efforts
have
been
made
toward
the
development
new
practical
methods
to
access
this
important
class
compounds
by
selectively
activating
alkenyl
C(sp2)–H
bonds
recent
years.
In
comprehensive
review,
we
describe
state-of-the-art
strategies
for
direct
functionalization
sp2
C–H
C–F
until
June
2022.
Moreover,
metal-free,
photoredox,
electrochemical
also
covered.
For
clarity,
review
has
divided
into
two
parts;
first
part
focuses
on
currently
available
using
different
alkene
as
starting
materials,
second
describes
bond
easily
accessible
gem-difluoroalkenes
material.
This
includes
scope,
limitations,
mechanistic
studies,
stereoselective
control
(using
directing
groups
well
metal-migration
strategies),
applications
complex
molecule
synthesis
where
appropriate.
Overall,
aims
document
considerable
advancements,
current
status,
emerging
work
critically
summarizing
contributions
researchers
working
fascinating
area
is
expected
stimulate
novel,
innovative,
broadly
applicable
functionalizations
coming
Chemical Society Reviews,
Journal Year:
2021,
Volume and Issue:
50(16), P. 8903 - 8953
Published: Jan. 1, 2021
The
formation
of
C–aryl
bonds
has
been
the
focus
intensive
research
over
last
decades
for
construction
complex
molecules
from
simple,
readily
available
feedstocks.
Angewandte Chemie International Edition,
Journal Year:
2018,
Volume and Issue:
57(47), P. 15534 - 15538
Published: Oct. 11, 2018
RhIII
-
and
IrIII
-catalyzed
asymmetric
C-H
functionalization
reactions
of
arenes
have
relied
on
the
employment
chiral
/IrIII
cyclopentadienyl
catalysts,
introduction
carboxylic
acids
to
achiral
Cp*RhX2
integration
both
strategies.
Despite
considerable
progress,
each
reaction
only
provided
a
specific
configuration
enantioenriched
product
when
using
particular
catalyst.
Reported
in
this
work
is
enantiodivergent
coupling
sulfoximines
with
various
diazo
compounds
by
desymmetrizing
annulation.
The
enantiodivergence
was
enabled
judicious
choice
acids,
enantioselectivity
correlates
steric
bias
acid
sulfoximine.
Angewandte Chemie International Edition,
Journal Year:
2018,
Volume and Issue:
57(32), P. 10333 - 10337
Published: July 16, 2018
An
efficient
protocol
for
the
direct
allylic
C(sp3
)-H
bond
activation
of
unactivated
tri-
and
tetrasubstituted
alkenes
their
functionalization
with
aryl-
vinylbromides
by
nickel
visible-light
photocatalysis
has
been
developed.
The
method
allows
C(sp2
)-C(sp3
)
formation
under
mild
reaction
conditions
good
functional-group
tolerance
excellent
regioselectivity.
