Photocatalyzed Azidofunctionalization of Alkenes via Radical‐Polar Crossover
Angewandte Chemie International Edition,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 2, 2025
The
azidofunctionalization
of
alkenes
under
mild
conditions
using
commercially
available
starting
materials
and
easily
accessible
reagents
is
reported
based
on
a
radical-polar
crossover
strategy.
A
broad
range
alkenes,
including
vinyl
arenes,
enamides,
enol
ethers,
sulfides,
dehydroamino
esters,
were
regioselectively
functionalized
with
an
azide
nucleophiles
such
as
azoles,
carboxylic
acids,
alcohols,
phosphoric
oximes,
phenols.
method
led
to
more
efficient
synthesis
1,2-azidofunctionalized
pharmaceutical
intermediates
when
compared
previous
approaches,
resulting
in
both
reduction
step
count
increase
overall
yield.
scope
limitations
these
transformations
further
investigated
through
standard
unbiased
selection
15
substrate
combinations
out
1,175,658
possible
clustering
technique.
Язык: Английский
Photocatalyzed Azidofunctionalization of Alkenes via Radical‐Polar Crossover
Angewandte Chemie,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 2, 2025
Abstract
The
azidofunctionalization
of
alkenes
under
mild
conditions
using
commercially
available
starting
materials
and
easily
accessible
reagents
is
reported
based
on
a
radical‐polar
crossover
strategy.
A
broad
range
alkenes,
including
vinyl
arenes,
enamides,
enol
ethers,
sulfides,
dehydroamino
esters,
were
regioselectively
functionalized
with
an
azide
nucleophiles
such
as
azoles,
carboxylic
acids,
alcohols,
phosphoric
oximes,
phenols.
method
led
to
more
efficient
synthesis
1,2‐azidofunctionalized
pharmaceutical
intermediates
when
compared
previous
approaches,
resulting
in
both
reduction
step
count
increase
overall
yield.
scope
limitations
these
transformations
further
investigated
through
standard
unbiased
selection
15
substrate
combinations
out
1,175,658
possible
clustering
technique.
Язык: Английский
Electrochemical Difunctionalization of Alkenes
The Chemical Record,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 3, 2025
Abstract
Owing
to
their
wide
utilizations
in
synthesis
and
products
prevalence
numerous
natural
products,
pharmaceuticals
functional
materials,
the
alkene
difunctionalization
methods
for
selective
transformations
of
olefins
are
important
have
attracted
much
attention
form
synthetic
chemists.
Among
them,
electrochemical
reaction
is
particularly
promising
has
becoming
a
potent
sustainable
tool
alkenes
into
vicinal
difunctionalized
structures
organic
through
simultaneous
incorporation
two
groups.
Herein,
we
summarize
recent
progress
reactions
according
types
as
well
category
radicals
over
past
five
years.
By
selecting
remarkable
examples,
elaborately
discussed
substrate
scope
mechanisms
olefin
reaction.
Язык: Английский
Copper-Catalyzed Enantioselective Three-Component Carboamidation of Styrenes with Alkanes and Amides
Journal of the American Chemical Society,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 4, 2025
Efficient
assembly
of
valuable
chiral
molecules
from
readily
available
and
low-cost
chemical
feedstocks
remains
one
the
most
challenging
tasks
in
synthetic
chemistry
today.
Radical-mediated
three-component
carboamination
alkenes
offers
an
attractive
strategy
for
addressing
this
challenge.
However,
existing
reports
focus
on
racemic
examples
are
largely
limited
to
activated
alkenes,
preactivated
alkylation
reagents,
or
sufficiently
active
nucleophiles.
Herein,
we
report
a
highly
enantioselective
carboamidation
styrenes
with
unactivated
alkanes
weakly
nucleophilic
amides.
Enantioselective
control
is
achieved
by
using
cationic
copper
catalysts.
This
method
enables
synthesis
variety
optically
amides
excellent
enantioselectivity.
Mechanistic
studies
reveal
that
reaction
proceeds
via
hydrogen
atom
transfer
alkane
followed
radical
addition
olefin.
Язык: Английский
Visible-Light Induced and Iron Peroxo-Promoted Radical Difunctionalization of Alkene for the Synthesis of β-Ketosulfone and α-Chloroketone
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 26, 2024
In
this
work,
a
switchable
synthesis
of
β-ketosulfone
and
α-chloroketone
through
radical
difunctionalization
alkenes
is
reported.
The
transformation
works
well
under
iron
peroxo
species/photoredox
dual
catalysis
an
open-flask
atmosphere,
the
reaction
highlighted
with
good
yields
broad
scope.
Mechanism
studies
show
that
initiated
by
formal
[4
+
2]
cyclization
sulfonyl
in
regioselective
manner.
Язык: Английский