RSC Advances,
Год журнала:
2024,
Номер
14(32), С. 23147 - 23151
Опубликована: Янв. 1, 2024
Zn(OTf)2-catalyzed
intra-
and
intermolecular
selenofunctionalization
of
alkenes
was
achieved
with
electrophilic
N-phenylselenophthalimide.
This
method
provides
straightforward
efficient
access
to
various
seleno-substituted
heterocycles
vicinal
Se
heteroatom-disubstituted
molecules
under
mild
conditions.
reaction
is
compatible
substrates/functional
groups,
preliminary
studies
on
the
mechanistic
were
also
conducted.
Organic & Biomolecular Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
Selenium-based
catalysts
have
recently
been
utilized
to
facilitate
a
variety
of
new
organic
transformations,
owing
their
intrinsic
advantages,
including
low
cost,
toxicity,
stability
in
both
air
and
water,
strong
compatibility
with
diverse
functional
groups.
The
difunctionalization
alkenes-the
process
incorporating
two
groups
onto
carbon-carbon
double
bond-has
garnered
particular
interest
within
the
chemical
community
its
significant
applications
synthesis.
Recently,
organoselenium-catalyzed
alkenes
has
emerged
as
an
ideal
powerful
route
obtain
high-value
vicinal
difunctionalized
molecules.
This
review
emphasizes
recent
advancements
this
rapidly
evolving
field,
focusing
on
scope,
limitations,
mechanisms
various
reactions.
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
22(30), С. 6198 - 6204
Опубликована: Янв. 1, 2024
Reported
herein
is
a
visible-light
induced
selenocyclization
of
2-ethynylanilines
under
ambient
conditions,
with
simple
FeBr
3
as
dual-functional
catalyst.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(11), С. 7431 - 7447
Опубликована: Май 23, 2023
Three-component
selenofunctionalization
processes
of
olefins,
diselenides
and
sulfonamides,
water,
alcohols,
or
acids
utilizing
1-fluoropyridinium
triflate
(FP-OTf)
as
a
reaction
promoter
are
reported.
Under
the
optimal
conditions,
broad
range
vicinally
functionalized
selenide
derivatives
was
accessible
with
high
yields
excellent
functional
group
compatibilities.
Mechanistic
studies
revealed
that
FP-OTf
played
key
role
in
this
process.
The Journal of Organic Chemistry,
Год журнала:
2022,
Номер
87(21), С. 14609 - 14622
Опубликована: Окт. 25, 2022
Intermolecular
carboselenenylation
of
easily
accessible
alkenes
by
utilizing
diselenides
and
N-fluorobenzenesulfonimide
(NFSI)
under
metal-free
mild
conditions
is
reported.
Preliminary
mechanistic
studies
indicate
that
the
oxidation
diselenide
NFSI
through
a
single-electron-transfer
process
produces
an
active
selenenyl
cationic
radical
species
initiates
intermolecular
olefins,
forming
key
Se-C
C-C
bonds.
Under
optimized
conditions,
broad
spectrum
functionally
structurally
diverse
selenoether
derivatives
with
promising
yields
accessed
very
high
functional
group
tolerance.
Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
21(44), С. 8918 - 8923
Опубликована: Янв. 1, 2023
An
efficient
electrochemical
selenocyclization
strategy
for
the
synthesis
of
3-selenylindoles
from
2-ethynylanilines
and
diselenides
has
been
developed
in
simple
tube-
or
beaker-type
undivided
cells
under
ambient
conditions.
Notably,
these
sustainable
transformations
are
completed
within
a
short
time
with
low
equivalents
charges,
electrolytes,
exhibiting
broad
substrate
scope
excellent
functional
group
compatibility.
Moreover,
gram-scale
electrosynthesis
late-stage
functionalization
complex
molecules
further
demonstrate
practical
synthetic
potential
this
facile
system.
Chemistry - A European Journal,
Год журнала:
2023,
Номер
29(35)
Опубликована: Март 15, 2023
A
dual
catalytic
approach
combining
photocatalyst
and
selenium-π-acid
synergy
has
been
used
to
cyclized
of
N-propargylamides.
This
method
offers
readily
access
oxazole
aldehydes
under
chemical
oxidant-free
conditions
with
low
catalyst
loadings,
where
air
acts
as
a
terminal
gratuitous
oxidant.
The
reaction
is
demonstrated
range
substrates,
including
aryl
alkyl
propargyl
amides,
in
the
late-stage
functionalization
several
amide-containing
drug
molecules.
Mechanistic
studies
suggest
that
acridinium
able
oxidize
diselenide
generate
singlet
oxygen
(1
O2
),
which
responsible
for
this
transformation.
Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
21(11), С. 2417 - 2422
Опубликована: Янв. 1, 2023
A
tandem
electrophilic
thiocyanation/carbocyclization
of
alkynes
has
been
developed,
affording
thiocyanato-substituted
phenanthrenes,
dihydronaphthalenes,
2
H
-chromenes
and
dihydroquinolines
in
moderate
to
excellent
yields.
