Aerobic Copper-Catalyzed Hydroxysulfonylation of Vinylarenes with Sodium Sulfinates
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
90(4), P. 1489 - 1500
Published: Jan. 23, 2025
A
novel
and
efficient
method
for
the
intermolecular
hydroxysulfonylation
of
vinylarenes
using
sodium
sulfinates
has
been
achieved
through
aerobic
copper
catalysis.
This
transformation
proceeded
smoothly
with
green
air
as
terminal
oxidant
in
presence
Cu
(I)/1,10-phenanthroline
an
catalytic
system,
leading
to
array
β-hydroxysulfones
moderate
high
yields.
The
significant
advantages
this
protocol
are
mild
reaction
conditions,
readily
available
starting
materials,
good
functional-group
compatibility,
synthetic
convenience,
practicability.
Preliminary
mechanistic
investigation
suggested
that
process
should
undergo
a
cascade
radical
events
involving
initial
generation
sulfonyl
followed
by
addition
across
alkenes
subsequent
cross-coupling
air.
Language: 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,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 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.
Language: Английский