ACS Catalysis,
Год журнала:
2024,
Номер
15(1), С. 148 - 155
Опубликована: Дек. 16, 2024
We
herein
describe
the
high-valent
cobalt-catalyzed
C(sp3)–H
functionalization
of
amide
derivatives
with
silver
acetylides
generated
in
situ.
The
reaction
proceeds
under
kinetic
control
at
60
°C,
a
catalyst
loading
5
mol
%.
These
extraordinarily
mild
conditions
for
Co-catalysis
enable
synthesis
5-(Z)-ethylidene
pyrrolidin-2-one
good
yield
and
selectivity.
Density
functional
theory
calculations
have
revealed
unique
mechanism
involving
Co–Ag
bimetallic
species,
rationalizing
nature
catalytically
active
species
role
each
additive.
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(22), С. 3727 - 3773
Опубликована: Окт. 3, 2023
Abstract
A
variety
of
Pd‐catalyzed
reactions
are
carried
out
with
palladium
carboxylates
in
the
presence
carboxylic
acids
and/or
alkali
metal
carboxylates.
This
review
is
Part
three
reviews
highlighting
dependence
efficiency
formation
different
C−C
bonds
on
nature
carboxylate
unit.
concerns
inter‐
and
intramolecular
leading
to
a
C(
sp
2
)−C(
),
3
)
or
bond.
The
procedures
additives
presented
as
well
reaction
mechanisms
with,
far
possible,
personal
comments.
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
27(23)
Опубликована: Апрель 17, 2024
Abstract
This
paper
reports
the
construction
of
racemic
and
enantiopure
(D‐
L‐)
fluorene
fluorenone‐based
novel
unnatural
amino
acid
derivatives.
The
Pd(II)‐catalyzed
bidentate
directing
group‐aided
arylation
prochiral
β
‐C(sp
3
)‐H
bonds
in
racemic,
carboxamides
acids
with
iodofluorenes
was
reported.
examples
fluorenone
motifs
containing
comprising
norvaline,
leucine,
phenylalanine,
norleucine,
2‐aminooctanoic
derivatives
having
anti
‐stereochemistry
(with
good
enantiopurity)
accomplished.
bis
fluorenyl
alanine
scaffolds
motif‐containing
non‐
α
‐amino
(aminoalkanoic
acid)
also
Examples
removal
group
(8‐aminoquinoline)
phthalimide‐protecting
present
fluorenyl‐based
have
been
shown.
Accordingly,
motif‐based
esters
free
group‐containing
were
synthesized.
stereochemistry
major
(
)
diastereomers
obtained
via
ascertained
from
X‐ray
structure
a
representative
compound.
Fluorene‐
are
vital
skeletons
materials
medicinal
chemistry
research.
this
work
is
contribution
towards
enriching
library
scaffolds.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(15), С. 10451 - 10461
Опубликована: Июль 18, 2024
Limonene
undergoes
a
regioselective
Pd(II)-catalyzed
C(sp2)–H/C(sp2)–H
coupling
with
acrylic
acid
esters
and
amides,
α,β-unsaturated
ketones,
styrenes,
allyl
acetate,
affording
novel
1,3-dienes.
DFT
computations
gave
results
in
accord
the
experimental
allowed
for
formulation
of
plausible
mechanism.
The
postfunctionalization
one
coupled
products
was
achieved
via
large-scale
Sonogashira
reaction
conducted
under
micellar
catalysis.
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
27(25)
Опубликована: Май 4, 2024
Abstract
We
report
the
construction
of
C5‐indole
unnatural
amino
acid
derivatives
via
diastereoselective
Pd(II)‐catalyzed
prochiral
β
‐C(sp
3
)‐H
arylation
racemic
(DL),
and
enantiopure
L‐
D‐carboxamides
acids
with
5‐iodoindoles.
Independently,
indole‐based
compounds
motifs
are
important
small
molecules
in
organic
synthesis
drug
discovery
research.
This
aimed
to
contribute
enriching
library
derivatives.
The
examples
motif‐installed
comprising
norvaline,
phenylalanine,
leucine,
norleucine,
2‐aminooctanoic
having
anti‐
stereochemistry
was
accomplished.
motif‐containing
non‐
α
‐amino
(aminoalkanoic
acid)
also
reported.
C−H
reactions
carboxamides
5‐iodoindoles
afforded
corresponding
indole
good
diastereoselectivity
(
anti
,
dr
>95
:
5
enantiopurity
er
up
99
1).
Removal
directing
group
(8‐aminoquinoline),
phthalimide
preparation
esters
free
group‐containing
were
shown.
utility
methodology
shown
by
synthesizing
pyrrolidone
peptide
molecules.
major
)
diastereomers
ascertained
from
X‐ray
structure
a
representative
compound.
Dalton Transactions,
Год журнала:
2024,
Номер
53(32), С. 13298 - 13307
Опубликована: Янв. 1, 2024
The
use
of
metal
catalysts
to
accelerate
an
organic
transformation
has
proven
indispensable
for
access
structural
motifs
having
applications
across
medicinal,
polymer,
materials
chemistry,
and
more.
Most
catalytic
approaches
have
cast
transition
metals
in
the
"leading
role";
these
players
mediate
important
reactions
such
as
C-C
cross
coupling
hydrogenation
unsaturated
bonds.
These
may
require
collaboration,
featuring
Lewis
acidic
or
basic
additives
promote
a
desired
reaction
outcome.
acids
can
serve
by
way
substrate
stabilization
and/or
activation,
such,
are
valuable
optimizing
transformations.
A
burgeoning
area
chemical
research
which
unifies
concepts
thus
sought
develop
complexes
ambiphilic
(containing
unit)
ligands.
This
approach
takes
advantage
metal-ligand
cooperativity
increase
efficiency
given
transformation,
leveraging
intramolecular
interactions
between
adjacent
secondary
ligand
site.
While
this
shown
significant
potential
facilitate
challenging
transformations,
there
remains
unexplored
depth
creativity
future
advancement.
Chemistry - An Asian Journal,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 7, 2024
Abstract
An
efficient
silver‐mediated
allylation
of
aryl
alkenes
is
described,
which
provides
a
variety
skipped
1,4‐dienes.
Without
the
need
for
other
traditional
transition
metals
or
gold,
this
AgOTf‐mediated
proceeds
smoothly
with
high
regio‐
and
stereoselectivity.
Mechanistic
computational
studies
suggest
that
takes
place
via
Friedel−Crafts‐type
pathway
to
silver‐activated
allyl
acetates.
Organic Letters,
Год журнала:
2024,
Номер
26(46), С. 10002 - 10007
Опубликована: Ноя. 14, 2024
Menadione
and
its
structural
analogues
are
important
motifs
present
in
various
bioactive
natural
products
drugs
with
a
wide
range
of
biological
activities.
In
addition,
β-trifluoromethyl
enone
has
been
employed
as
an
efficient
fluorinated
building
block
for
the
synthesis
CF
Chemistry - An Asian Journal,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 15, 2024
Unlike
traditional
multi-step
synthetic
approaches,
we
developed
a
single-step
synthesis
of
versatile
π-conjugated
building
blocks
bearing
post-functionalizable
C-H
and
C-Br
bonds.
Direct
arylation
3-bromothiophene
with
various
iodo(hetero)aryls
was
successfully
carried
out
good
regio-
chemo-selectivity.
Under
optimized
reaction
conditions,
20
new
compounds
were
facilely
prepared
in
yields
up
to
91
%.
One
the
obtained
demonstrated
further
extend
its
conjugation
length
using
succinct
plan
create
two
symmetrical
oligo(hetero)aryls
(MLC01
MLC02)
that
fabricated
as
effective
hole-transporting
materials
(HTM)
for
perovskite
solar
cells
(PSC).
PSC
devices
utilizing
MLC01
hole-transport
layer
displayed
promising
power
conversion
efficiencies
17.01
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 18, 2024
Abstract
The
combination
of
palladium
and
silver
complexes
has
emerged
as
a
bimetallic
catalytic
system
in
C−H
activation,
frequently
outperforming
palladium‐only
systems.
Beyond
the
conventional
roles
(I)
salts
serving
oxidants,
halide
scavengers,
Lewis
acids,
Pd−Ag
synergism
been
shown
to
facilitate
cleavage.
In
this
study,
we
explore
incorporation
pyrazolopyridone
(PzPyOH)
ligand
into
system,
which
together
promote
both
cleavage
migratory
insertion
processes.
This
synergistic
approach
enables
dehydrogenative
alkenylations
at
C4
position
2,1,3‐benzothiadiazole,
2,1,3‐benzoxadiazole,
2,1,3‐benzotriazole
with
alkenes.
These
results
demonstrate
potential
combining
novel
ligands
heterobimetallic
systems
other
elementary
steps
beyond
cleavage,
suggesting
their
broader
applicability
functionalization.
