Synthesis of Polyfluorinated Biaryls via Palladium-Catalyzed Decarboxylative Cross-Coupling of Zinc Polyfluorobenzoates with Aryl Fluorosulfates
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 11, 2025
A
palladium-catalyzed
decarboxylative
cross-coupling
of
zinc
polyfluorobenzoates
with
aryl
fluorosulfates,
which
proceeded
efficiently
via
C-O
bond
cleavage
to
afford
the
corresponding
polyfluorinated
biaryls
in
moderate-to-good
yields,
was
developed.
The
reactions
exhibited
both
good
substrate
scope
and
broad
functional
group
compatibility,
it
could
be
scaled-up
easily.
synthetic
simplicity
practicability
reaction
further
demonstrated
by
one-pot
manipulation
directly
mixing
polyfluorobenzoic
acid
Zn(OH)2
coexistence
fluorosulfate
a
palladium
catalyst
one
flask.
Further
studies
showed
that
is
more
robust
than
other
halides
pseudohalides
as
arylating
reagent,
polyfluorobenzoate
effective
polyfluoroarylating
agent
their
magnesium
potassium
counterparts.
Язык: Английский
Palladium-Catalyzed Decarboxylative Cross-Couplings of Zinc Polyfluorobenzoates with Aryl 2-Pyridyl Esters for Accessing Polyfluorinated Aryl Ketones
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Май 27, 2025
An
efficient
decarboxylative
cross-coupling
of
zinc
polyfluorobenzoate
with
aryl
2-pyridyl
ester
under
palladium
catalysis,
which
enabled
the
convenient
access
to
valuable
polyfluorinated
ketones,
was
developed.
The
reactions
proceeded
effectively
give
an
array
ketones
in
moderate
excellent
yields
a
reasonable
substrate
scope
and
broad
functional
group
tolerance.
In
addition,
one-pot
reaction
use
situ
formed
commencing
from
polyfluorobenzoic
acid
Zn(OH)2
could
be
accomplished
as
well
step-economical
fashion.
Moreover,
coupling
protocol
also
successfully
subjected
scale-up
synthesis
readily
applied
late-stage
functionalization
biologically
active
complex
molecules.
Язык: Английский