Molecules,
Год журнала:
2025,
Номер
30(7), С. 1519 - 1519
Опубликована: Март 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.
Green Chemistry,
Год журнала:
2020,
Номер
22(7), С. 2288 - 2300
Опубликована: Янв. 1, 2020
Substituted
pyrrolidine
derivatives
are
obtained
via
regio-
and
chemoselective
5-exo-dig
radical
cyclization
of
unactivated
1,6-enynes
with
chalcogens
under
metal-
oxidant-free
conditions.
Chemical Society Reviews,
Год журнала:
2024,
Номер
53(10), С. 4926 - 4975
Опубликована: Янв. 1, 2024
In
search
for
the
perfect
wave(length).
This
review
is
dedicated
to
recent
efforts
in
development
of
visible
light
driven
photochemical
strategies
occurring
coloured
organic
compounds.
The Journal of Organic Chemistry,
Год журнала:
2019,
Номер
84(22), С. 14904 - 14910
Опубликована: Окт. 16, 2019
A
metal-free,
environmentally
friendly
protocol
for
the
arylselenylation
of
2H-indazole
has
been
developed
using
a
catalytic
amount
I2
under
ambient
conditions.
number
3-(phenylselanyl)-2H-indazoles
with
wide
functional
group
tolerance
have
synthesized
in
good
yields
at
room
temperature.
Mechanistic
studies
suggest
that
reaction
possibly
proceeds
through
an
ionic
pathway.
RSC Advances,
Год журнала:
2019,
Номер
9(39), С. 22685 - 22694
Опубликована: Янв. 1, 2019
A
novel
and
sustainable
procedure
was
developed
for
the
synthesis
of
3-selenylindoles
employing
diorganyl
diselenides
indoles
or
electron-rich
arenes
as
starting
materials.
Visible
blue
light
used
to
promote
reaction
without
transition
metal
complexes
organic
photocatalysts
sensitizers.
Additives
such
strong
oxidants
bases
were
not
required.
Moreover,
ethanol
employed
a
benign
solvent
under
mild
conditions.
Through
this
easy
eco-friendly
approach,
several
number
asymmetric
diarylselenides
obtained
in
good
excellent
isolated
yields.
The Chemical Record,
Год журнала:
2021,
Номер
21(10), С. 2739 - 2761
Опубликована: Март 3, 2021
Organoselenium
compounds
constitute
an
important
class
of
substances
with
applications
in
the
biological,
medicinal
and
material
sciences
as
well
modern
organic
synthesis,
attracting
considerable
attention
from
scientific
community.
Therefore,
construction
C-Se
bond
via
facile,
efficient
sustainable
strategies
to
access
complex
scaffolds
simple
substrates
are
appealing
hot
topic.
Visible
light
can
be
regarded
alternative
source
energy
is
associated
environmentally-friendly
processes.
Recently,
use
visible-light
mediated
seleno-functionalization
has
emerged
ideal
powerful
route
obtain
high-value
selenylated
products,
diminished
cost
waste.
This
approach,
involving
photo-excited
substrates/catalyst
single-electron
transfer
(SET)
between
presence
visible
been
successfully
used
versatile
direct
insertion
organoselenium
moieties
activated
unactivated
C(sp3
)-H,
C(sp2
C(sp)-H
bonds
C-heteroatom
bonds.
In
most
cases,
ease
operation
accessibility
(LEDs
or
commercial
CFL
bulbs)
makes
this
approach
more
attractive
than
traditional
strategies.
Molecules,
Год журнала:
2022,
Номер
27(5), С. 1597 - 1597
Опубликована: Фев. 28, 2022
Organoselenium
compounds
have
been
successfully
applied
in
biological,
medicinal
and
material
sciences,
as
well
a
powerful
tool
for
modern
organic
synthesis,
attracting
the
attention
of
scientific
community.
This
great
success
is
mainly
due
to
breaking
paradigm
demonstrated
by
innumerous
works,
that
selenium
were
toxic
would
potential
impact
on
environment.
In
this
update
review,
we
highlight
relevance
these
several
fields
research
possibility
synthesize
them
through
more
environmentally
sustainable
methodologies,
involving
catalytic
processes,
flow
chemistry,
electrosynthesis,
use
alternative
energy
sources,
including
mechanochemical,
photochemistry,
sonochemical
microwave
irradiation.
The Journal of Organic Chemistry,
Год журнала:
2022,
Номер
87(2), С. 1230 - 1239
Опубликована: Янв. 7, 2022
Herein,
we
report
an
efficient
methodology
for
the
synthesis
of
alkyl,
benzyl,
and
phenyl
selenoethers
aminopyrazoles
aminouracils
by
C(sp2)-H
functionalization
in
presence
visible
light
Rose
Bengal
as
organophotocatalyst.
The
reaction
amino
pyrazole/iosothiazole/isoxazole
or
uracils
with
0.5
equivalent
diphenyl/dibenzyl/diethyl
diselenides
acetonitrile
medium
a
catalytic
amount
provided
corresponding
phenyl,
ethyl
good
to
very
yields.
We
have
also
utilized
some
selenylated
preparation
pyrazole-fused
dihydropyrimidines
tethered
arylselenoethers
catalyst-free
one-pot
three-component
reaction.
notable
features
this
are
metal-free
conditions,
yields,
use
organic
photocatalyst,
wide
substrate
scope;
it
is
applicable
gram-scale
provides
medicinally
important
heterocycles
such
amio-pyrazole,
isoxazole,
isothiazole,
uracils.
ACS Organic & Inorganic Au,
Год журнала:
2022,
Номер
2(6), С. 455 - 463
Опубликована: Авг. 19, 2022
Selenium-containing
organic
molecules
have
recently
found
a
plethora
of
applications,
ranging
from
synthesis
to
pharmacology
and
material
sciences.
In
view
these
concepts,
the
development
mild,
efficient,
general
protocols
for
formation
C–Se
bonds
is
desirable,
light
induced
approaches
are
appealing
ways.
The
aim
this
Review
provide
reader
with
most
recent
examples
promoted
selenylation
processes.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(11), С. 7401 - 7424
Опубликована: Май 12, 2023
Herein,
we
report
a
blue-light-driven
amination
of
C(sp2)-H
bond
naphthoquinones
and
quinones
with
the
N-H
primary
secondary
amines
for
synthesis
2-amino-naphthoquinones
2-amino-quinones.
The
coupling
wide
array
aliphatic,
aromatic,
chiral,
primary,
having
electron
donating
(-CH3,
-OCH3,
-SCH3),
withdrawing
(-F,
-Cl,
-Br,
-I),
CO2H,
-OH,
-NH2
groups
acidic
protons
selectively
occurred
to
afford
C-N
coupled
in
60-99%
yields
hydrogen
gas
as
byproduct
methanol
solvent
without
using
any
additional
reagents,
additives,
oxidant
under
blue
light
irradiation.
Mechanistic
insight
by
DFT
computation,
controlled
experiments,
kinetic
isotopic
effect,
substitution
effect
substrates
suggest
that
reaction
proceeds
radical
pathway
which
naphthoquinone
forms
highly
oxidizing
naphthoquinonyl
biradical
upon
irradiation
(457
nm).
Consequently,
transfer
from
electron-rich
amine
an
leads
anion
aminyl
cation,
followed
proton
delocalization
leading
carbon-centered
radical.
cross-coupling
nitrogen
radicals
bond,
subsequent
elimination
(which
was
also
confirmed
GC-TCD),
affording
2-amino-1,4-naphthoquinone
metal-,
reagent-,
base-,
oxidant-free
conditions.
RSC Advances,
Год журнала:
2021,
Номер
11(12), С. 6682 - 6698
Опубликована: Янв. 1, 2021
Aryl
and
heteroaryl
selenides
tellurides
are
found
to
have
broad
applications
in
the
diverse
fields
such
as
medicine,
biology,
materials
science,
pharmaceutical
etc.
thus
their
synthesis
remains
a
challenging
field
for
synthetic
chemists
last
decade.
Although
large
no
of
methodologies
been
developed
based
on
metal
catalyzed
C-Se/Te
coupling,
number
researches
has
focused
developing
catalyst
free
protocols
due
sustainability
recent
times.
This
review
covers
all
developments
decade
under
conditions
by
using
different
sustainable
techniques
e.g.
greener
reagents
solvents,
ball
milling,
visible
light
photocatalysis,
microwave,
ultrasound
