Molecules,
Journal Year:
2025,
Volume and Issue:
30(7), P. 1519 - 1519
Published: March 29, 2025
The
banana
weevil
(Cosmopolites
sordidus)
is
a
significant
pest
that
reduces
yields
and
can
result
in
plant
mortality.
(2R,5S)-theaspirane,
kairomone
from
senesced
leaves,
one
of
the
natural
volatiles,
aiding
attraction.
A
rapid
cost-effective
synthesis
(2R,5S)-theaspirane
was
developed
utilizing
microwave-assisted
conditions
principles
green
chemistry.
process
comprised
five
steps,
beginning
with
reduction
dihydro-β-ionone,
followed
by
lipase-mediated
kinetic
resolution
to
attain
high
enantiomeric
excess.
Microwave-assisted
heating
significantly
reduced
reaction
times.
Optimized
cyclization
minimum
quantities
selenium
dioxide
oxidation
employed.
final
diastereomers
were
separated
chromatography,
yielding
compounds
which
exceeded
99%
purity.
RSC Advances,
Journal Year:
2023,
Volume and Issue:
13(2), P. 914 - 925
Published: Jan. 1, 2023
Herein
we
describe
the
Ag(i)-catalyzed
direct
selanylation
of
indoles
with
diorganoyl
diselenides.
The
reaction
gave
3-selanylindoles
high
regioselectivity
and
also
allowed
access
to
2-selanylindoles
when
C3
position
indole
ring
was
blocked
Israel Journal of Chemistry,
Journal Year:
2023,
Volume and Issue:
64(1-2)
Published: July 24, 2023
Abstract
A
novel
metal‐
and
oxidant‐free
electrooxidative
selenylamination
of
o
‐aminophenacetylenes
with
diselenides
for
achieving
3‐selenylindoles
has
been
developed
moderate
to
excellent
yield.
The
reaction
proceeded
smoothly
a
broad
substrate
scope
highly
functional
group
tolerance.
synthetic
practicality
this
innovative
approach
was
demonstrated
by
its
easy
scalability.
Moreover,
mechanistic
studies
revealed
that
an
in‐situ
generated
selenium
cation
might
be
the
key
intermediate
electrochemical
selenocyclization
process.
Molecules,
Journal Year:
2025,
Volume and Issue:
30(7), P. 1519 - 1519
Published: March 29, 2025
The
banana
weevil
(Cosmopolites
sordidus)
is
a
significant
pest
that
reduces
yields
and
can
result
in
plant
mortality.
(2R,5S)-theaspirane,
kairomone
from
senesced
leaves,
one
of
the
natural
volatiles,
aiding
attraction.
A
rapid
cost-effective
synthesis
(2R,5S)-theaspirane
was
developed
utilizing
microwave-assisted
conditions
principles
green
chemistry.
process
comprised
five
steps,
beginning
with
reduction
dihydro-β-ionone,
followed
by
lipase-mediated
kinetic
resolution
to
attain
high
enantiomeric
excess.
Microwave-assisted
heating
significantly
reduced
reaction
times.
Optimized
cyclization
minimum
quantities
selenium
dioxide
oxidation
employed.
final
diastereomers
were
separated
chromatography,
yielding
compounds
which
exceeded
99%
purity.
