ChemSusChem,
Journal Year:
2020,
Volume and Issue:
13(8), P. 2053 - 2059
Published: Feb. 3, 2020
A
novel
and
green
route
has
been
developed
for
the
electrochemical
synthesis
of
spiro[4.5]trienones
through
radical-initiated
dearomative
spirocyclization
alkynes
with
diselenides.
This
metal-free
oxidant-free
electrosynthesis
reaction
was
performed
in
an
undivided
cell
under
mild
conditions.
variety
selenation
products
were
prepared
moderate-to-good
yields,
showing
a
broad
scope
functional
group
tolerance.
Moreover,
continuous-flow
system
combined
possesses
potential
to
achieve
scaled-up
reactions,
overcoming
low
efficiency
conventional
reactions.
Organic Letters,
Journal Year:
2019,
Volume and Issue:
21(9), P. 3167 - 3171
Published: April 17, 2019
Given
the
versatility
and
value
of
structurally
diverse
organohalides
CF3-containing
compounds
in
organic
synthesis,
we
reported
a
green,
oxidant-free
electrochemical
method
using
undivided
cells
for
radical
bromination,
chlorination
trifluoromethylation–formyloxylation
various
alkenes
with
readily
available
halogen
(NaCl,
NaBr),
trifluoromethyl
(CF3SO2Na)
sources,
DMF
as
formyloxylation
reagents.
The
protocol
is
operationally
simple
robust
Cl–,
Br–
or
CF3–
was
directly
oxidized
at
anode,
obviating
need
exogenous
chemical
oxidants.
Angewandte Chemie International Edition,
Journal Year:
2019,
Volume and Issue:
58(48), P. 17226 - 17230
Published: Aug. 13, 2019
Abstract
Due
to
the
high
oxidation
potential
between
Au
I
and
III
,
gold
redox
catalysis
requires
at
least
stoichiometric
amounts
of
a
strong
oxidant.
We
herein
report
first
example
an
electrochemical
approach
in
promoting
gold‐catalyzed
oxidative
coupling
terminal
alkynes.
Oxidation
was
successfully
achieved
through
anode
oxidation,
which
enabled
facile
access
either
symmetrical
or
unsymmetrical
conjugated
diynes
homo‐coupling
cross‐coupling.
This
extends
reaction
scope
this
transformation
substrates
that
are
not
compatible
with
chemical
oxidants
potentiates
versatility
chemistry
utilization
conditions.