Unveiling Heavier Dihydropyridine Chalcogenol Esters in Metallaphotoredox Catalyst-Enabled Regioselective Hydrothio(seleno)carbonylation
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 23, 2025
Herein,
aromaticity-driven
thio(seleno)ester
group
transfer
from
novel
1,4-dihydropyridine
thio(seleno)esters
to
alkene
feedstocks
is
disclosed
by
merging
palladium
and
photoredox
catalysis.
In
this
process,
photoactivation
of
dihydropyridine
integrated
with
regioselective
hydrometalation
alkenes,
avoiding
photoinduced
Pd-C
bond
homolysis
organopalladium
intermediates.
Additionally,
a
hydroselenocarbonylation
an
accomplished
for
the
first
time
using
bench-stable
selenoester
reagent.
The
activation
mode
thioesters
has
been
illustrated
detailed
mechanistic
studies,
spectroscopic
analysis,
intermediate
trapping,
isotope
labeling
experiments.
Язык: Английский
Photocatalytic Pyridyl-carbamoylation of Alkenes for Accessing β-Pyridyl Amides
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 7, 2025
The
β-pyridyl
amide
is
a
critical
scaffold
in
medical
discovery
yet
lacks
efficient
synthetic
methods.
Here,
we
describe,
for
the
first
time,
visible-light-induced,
redox-neutral
radical
cross-coupling
reaction
involving
alkenes,
oxamic
acids,
and
cyanopyridines
that
offers
versatile
assembly
of
β-pyridylamides.
This
approach
features
mild
conditions,
high
step
efficiency,
substrate
breadth,
providing
green
strategy
alkene
pyridyl-carbamoylation.
Achieving
this
transformation
relies
on
catalytic
system,
which
adeptly
avoids
competing
nucleophilic
carbamoyl
with
electrophilic
pyridyl
radical,
enabling
three-component
tandem
process
chemoselectivity.
Язык: Английский
Light‐Mediated Radical Addition to Azomethine Compounds: Novel Reactivity and Activation Modes
The Chemical Record,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 17, 2024
Abstract
Azomethines
is
a
class
of
compounds,
which
have
traditionally
served
as
electrophilic
substrates,
but
their
reactions
with
radicals
long
been
limited.
Photocatalysis
provided
ample
opportunities
for
promoting
these
reactions,
wide
variety
reagents
serving
precursors
radicals.
Besides
regular
addition
mode
at
the
azomethine
fragment,
oxidative
pathway,
in
C=N
bond
remains
product,
has
become
possible
by
proper
selection
redox
catalyst.
This
review
summarizes
new
developments
this
rapidly
developing
field
over
past
five
years.
New
concepts
on
activation
towards
radical
attack
are
discussed.
Язык: Английский