The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 28, 2024
This
study
presents
a
method
for
synthesizing
functionalized
hydrodibenzofuran
derivatives.
Using
palladium
catalysis,
O-aryl
cyclic
vinylogous
esters
undergo
dehydrogenative
intramolecular
arylation
at
the
vinylic
carbon.
Preliminary
kinetic
isotope
effect
studies
suggest
that
C(aryl)–H
bond
cleavage
may
be
rate-determining
step.
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.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 28, 2024
This
study
presents
a
method
for
synthesizing
functionalized
hydrodibenzofuran
derivatives.
Using
palladium
catalysis,
O-aryl
cyclic
vinylogous
esters
undergo
dehydrogenative
intramolecular
arylation
at
the
vinylic
carbon.
Preliminary
kinetic
isotope
effect
studies
suggest
that
C(aryl)–H
bond
cleavage
may
be
rate-determining
step.