Herein,
we
report
a
Pd-catalyzed
β-C(sp3)-H
biarylation
of
native
amides
using
diaryliodonium
salts.
A
pyridine-3-sulfonic
acid
ligand
that
might
stabilize
the
substrate-bound
palladium
species
was
found
to
be
essential
for
high
catalytic
activity.
The
reaction
displayed
broad
scope
and
showed
excellent
compatibility
with
diverse
cyclic
salts
amide
substrates.
retained
iodo
functionality
on
product
provides
versatile
handle
further
increasing
molecular
complexity.
Chemical Reviews,
Год журнала:
2022,
Номер
122(24), С. 17479 - 17646
Опубликована: Окт. 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 Communications,
Год журнала:
2021,
Номер
57(83), С. 10842 - 10866
Опубликована: Янв. 1, 2021
Owing
to
the
market
competitiveness
and
urgent
societal
need,
an
optimum
speed
of
drug
discovery
is
important
criterion
for
successful
implementation.
Despite
rapid
ascent
artificial
intelligence
computational
bioanalytical
techniques
accelerate
in
big
pharma,
organic
synthesis
privileged
scaffolds
predicted
silico
vitro
vivo
studies
still
considered
as
rate-limiting
step.
C-H
activation
latest
technology
added
into
chemist's
toolbox
construction
late-stage
modification
functional
molecules
achieve
desired
chemical
physical
properties.
Particularly,
elimination
prefunctionalization
steps,
exceptional
group
tolerance,
complexity-to-diversity
oriented
synthesis,
functionalization
medicinal
expand
space.
It
has
immense
potential
a
library
molecules,
structural
required
pharmacological
properties
such
absorption,
distribution,
metabolism,
excretion,
toxicology
(ADMET)
attachment
reporters
proteome
profiling,
metabolite
etc.
preclinical
studies.
Although
heterocycle
modification,
18F
labelling,
methylation,
via
have
been
reviewed
from
synthetic
standpoint,
general
overview
these
protocols
aspects
not
reviewed.
In
this
feature
article,
we
will
discuss
recent
trends
methodologies
through
activation/annulation
cascade;
arylation
sp2-sp2
sp2-sp3
cross-coupling;
borylation/silylation
introduce
linchpin
further
manipulation;
amination
N-heterocycles
hydrogen
bond
acceptors;
fluorination/fluoroalkylation
tune
polarity
lipophilicity;
methylation:
methyl
magic
discovery;
peptide
macrocyclization
therapeutics
biologics;
fluorescent
labelling
radiolabelling
bioimaging;
bioconjugation
biology
studies;
drug-metabolite
biodistribution
excretion
diversification
drug-molecules
increase
efficacy
safety;
cutting-edge
DNA
encoded
improved
chemistry
discovery.
Chemical Communications,
Год журнала:
2021,
Номер
57(83), С. 10827 - 10841
Опубликована: Янв. 1, 2021
Over
the
last
decade,
high-valent
cobalt
catalysis
has
earned
a
place
in
spotlight
as
valuable
tool
for
C-H
activation
and
functionalization.
Since
discovery
of
its
unique
reactivity,
more
attention
been
directed
towards
utilization
an
alternative
to
noble
metal
catalysts.
In
particular,
Cp*Co(III)
complexes,
well
simple
Co(II)
Co(III)
salts
combination
with
bidentate
chelation
assistance,
have
extensively
used
development
novel
transformations.
this
review,
we
demonstrated
existing
trends
functionalization
methodology
using
highlighted
main
challenges
overcome,
perspective
directions,
which
need
be
further
developed
future.
Chemistry - A European Journal,
Год журнала:
2021,
Номер
27(33), С. 8411 - 8436
Опубликована: Фев. 10, 2021
The
use
of
directing
groups
allows
high
levels
selectivity
to
be
achieved
in
transition
metal-catalyzed
transformations.
Efficient
removal
these
auxiliaries
after
successful
functionalization,
however,
can
very
challenging.
This
review
provides
a
critical
overview
strategies
used
for
Daugulis'
8-aminoquinoline
(2005-2020),
one
the
most
widely
N,N-bidentate
groups.
limitations
are
discussed
and
alternative
approaches
suggested
challenging
substrates.
Our
aim
is
provide
comprehensive
end-users'
guide
chemists
academia
industry
who
want
harness
synthetic
power
groups-and
able
remove
them
from
their
final
products.
Russian Chemical Reviews,
Год журнала:
2023,
Номер
92(12), С. RCR5104 - RCR5104
Опубликована: Дек. 1, 2023
After
the
appearance
of
green
chemistry
concept,
which
was
introduced
in
vocabulary
early
1990s,
its
main
statements
have
been
continuously
developed
and
modified.
Currently,
there
are
10–12
cornerstones
that
should
form
basis
for
an
ideal
chemical
process.
This
review
analyzes
accumulated
experience
achievements
towards
design
products
processes
reduce
or
eliminate
use
generation
hazardous
substances.
The
presents
views
leading
Russian
scientists
specializing
various
fields
this
subject,
including
homogeneous
heterogeneous
catalysis,
fine
basic
organic
synthesis,
electrochemistry,
polymer
chemistry,
based
on
bio-renewable
feedstocks
energetic
compounds
materials.
A
new
approach
to
quantitative
evaluation
environmental
friendliness
by
authors
is
described.
<br>
bibliography
includes
1761.
Chemical Science,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
A
dual
relay
catalytic
protocol,
built
on
reversible
dehydrogenation
of
amines
by
Rh
catalysis
and
C-H
functionalisation
transient
imines
Pd
catalysis,
is
reported
to
enable
regioselective
arylation
at
their
unactivated
β-C(sp3)-H
bond.
Notably,
the
new
strategy
applicable
secondary
anilines
N-PMP-protected
primary
aliphatic
intermediate
steric
demands,
which
in
contrast
existing
strategies
that
involve
either
free-amine-directed
activation
for
highly
sterically
hindered
or
steric-controlled
migrative
cross-coupling
unhindered
N-Boc
protected
amines.
Regioselectivity
reaction
imposed
electronic
effects
imine
intermediates
rather
than
between
specific
starting
materials
catalysts,
thereby
opening
uncharted
scope
In
a
broader
sense,
this
study
demonstrates
opportunities
involving
hydrogen
borrowing
chemistry,
previously
explored
alcohols,
execute
otherwise
challenging
transformations
amines,
commonly
present
natural
products,
pharmaceuticals,
biologically
active
molecules,
functional
materials.
