Asian Journal of Organic Chemistry,
Год журнала:
2022,
Номер
11(12)
Опубликована: Окт. 31, 2022
Abstract
C(sp
3
)−H
functionalization
is
a
core
part
of
organic
chemistry
because
the
presence
bonds
in
various
molecules.
However,
since
most
are
non‐reactive,
their
an
uphill
task.
Standard
methods
employ
pre‐functionalized
reactants,
expensive
organometallic
reagents,
strong
acids
or
bases
and
similar
other
harsh
reaction
conditions.
These
eventually
affect
prevent
it
from
yielding
optimum
results.
Transition
metal‐based
catalysts
like
Pd,
Rh
Ru
provide
direct
route
without
unwanted
pre‐functionalization
steps.
furnish
superior
results
under
mild
But,
expense,
toxicity
low
natural
abundance
them
achieving
ideality.
Therefore,
3d
transition
metal
Mn,
Fe,
Co,
Ni
Cu
have
gained
significance
as
alternative
for
conventional
due
to
high
abundance,
affordability.
Copper‐based
particularly
important
owing
wide
range
oxidation
states
copper
facile
tunability
catalytic
properties.
Hence,
immense
amount
research
being
conducted
on
activity
functionalization.
This
review
aims
detailed
overview
some
recent
reports
using
systems
based
copper.
Chemical Society Reviews,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
This
review
provides
an
overview
of
the
research
advaces
in
Ni-,
Cu-,
Fe-
and
Co-catalyzed
directed
C(sp
3
)–H
bond
functionalization
reactions;
including
design
principles,
mechanistic
discussions,
along
with
potential
applications
limitations.
This
study
describes
the
utility
of
Pd(II)-catalyzed
C-H
arylation
benzamides
for
constructing
biaryl
sulfonamides.
Sulfonamides
are
known
their
promising
applications
in
pharmaceuticals
and
agrochemicals.
A
literature
review
revealed
that
sulfonamides
were
generally
constructed
via
traditional
cross-coupling
reactions.
We
report
a
progressive
method
obtaining
bidentate
directing
group
(8-aminoquinoline
or
picolinamide)-assisted
sp2
bonds
aromatic
carboxamides
with
iodobenzenesulfonamides.
After
reactions,
we
attempted
removal
8-aminoquinoline
from
synthesized
scaffolds
possessing
carboxamide
sulfonamide
moieties
using
triflic
acid.
In
some
cases,
observed
occurrence
decarboxylation
Friedel-Crafts
acylation,
affording
interesting
moiety.
The
current
work
contributes
toward
developing
alternative
ways
assembling
various
Organic Letters,
Год журнала:
2022,
Номер
24(50), С. 9259 - 9263
Опубликована: Дек. 14, 2022
This
paper
describes
the
nickel-catalyzed
reductive
alkylation
of
aroyl
fluorides
with
alkyl
bromides
in
a
decarbonylative
manner.
In
this
reaction,
various
functional
groups
are
well
tolerated
and
C(sp2)-C(sp3)
bond
can
be
constructed
directly
without
use
organometallic
reagents.
The
present
reaction
is
cross-electrophile
coupling
via
radical
pathway,
affording
corresponding
alkylarenes
moderate
to
good
yields.
Organic & Biomolecular Chemistry,
Год журнала:
2022,
Номер
20(21), С. 4391 - 4414
Опубликована: Янв. 1, 2022
Synthesis
of
racemic
and
enantiopure
carbazole-based
unnatural
amino
acid
motifs
was
accomplished
via
diastereoselective
Pd(
ii
)-catalyzed
β-C(sp
3
)–H
functionalization.
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
22(6), С. 1279 - 1298
Опубликована: Янв. 1, 2024
Chemical
transformations
involving
pyrenylglycine
are
seldom
known.
This
paper
reports
the
synthesis
of
C(2)-arylated
(an
unnatural
amino
acid)
motifs
via
a
Pd(
ii
)-catalyzed
C–H
functionalization
and
arylation
in
non-K-region
pyrene.
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
27(13)
Опубликована: Фев. 15, 2024
Abstract
Direct
C−H
functionalization
is
an
important
strategy
for
the
rapid
synthesis
of
valuable
organic
molecules.
Radical‐involved
remote
C(sp
3
)‐H
based
on
hydrogen
atom
transfer
(HAT)
becomes
method
enabling
selective
direct
transformation
bonds
at
specific
distal
position(s).
In
recent
years,
copper‐catalyzed
fluoroamide‐directed
bond
through
intramolecular
HAT
has
served
as
a
robust
and
elegant
assembly
variety
functionalized
(sulfon)amides
related
derivatives.
This
review
focuses
advances
in
this
area.
These
transformations
proceed
effectively
with
high
selectivities
good
functional
group
compatibility
under
mild
conditions.
European Journal of Organic Chemistry,
Год журнала:
2023,
Номер
26(31)
Опубликована: Июнь 20, 2023
Abstract
This
paper
describes
Pd(II)‐catalyzed
picolinamide‐directed
intermolecular
arylation
and
benzylation
of
remote
δ
−C(sp
2
)−H
bond
(C(2)
position)
the
aryl
ring
in
tyrosine
derivatives
expansion
library
unnatural
tyrosine.
Various
racemic
enantiopure
bis
C(2)
(
ortho
C−H)
arylated
benzylated
were
assembled
good
yields.
Removal
picolinoyl
moiety
after
C(2)−H
assembling
tyrosine‐based
peptides
using
tyrosines
shown.
Tyrosine
biaryl
amino
acids
are
vital
scaffolds
medicinal
chemistry.
Correspondingly,
this
work
is
a
contribution
towards
with
biaryl‐
or
terphenyl
diarylmethane‐based
scaffolds.
Asian Journal of Organic Chemistry,
Год журнала:
2022,
Номер
11(9)
Опубликована: Июль 8, 2022
Abstract
We
have
shown
our
efforts
toward
expanding
the
utility
of
relatively
inexpensive
pyridine‐
N
‐oxide
directing
group
in
Pd(II)‐catalyzed
site‐selective
γ
‐C(sp
2
)−H,
3
)−H
and
δ
functionalization.
The
functionalization
β
−C−H
bonds
using
bidentate
(DG)
which
operates
through
N,O
‐coordination
mode
has
been
well
documented
literature.
However,
there
exist
rare
reports
dealing
with
remote
sp
/sp
‐
δ‐
C−H
carboxamides
assisted
by
groups
operating
via
‐coordination.
In
this
paper,
scope
DG
was
examined
for
accomplishing
(mono)
arylation
substrates
containing
competitive
C(sp
bonds.
investigation
enabled
to
assemble
a
library
‐oxide‐based
biarylacetamides,
heteroaryl‐based
biaryl
carboxamides,
tricyclic
quinolones,
arylheteroarylmethanes,
biaryl‐based
aliphatic
mono
(
ortho
)
arylated
phenylglycine
derivatives.
general,
derivatives
particular,
arylacetamide,
arylacetic
acid
(2‐aminopyridyl)
motifs
are
medicinally
relevant
classes
compounds.
This
work
assembling
above‐mentioned
types
compounds
group‐aided
γ‐
carboxamides.
