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:
2024,
Номер
22(9), С. 1775 - 1781
Опубликована: Янв. 1, 2024
This
work
demonstrates
the
electrochemical
construction
of
2-methyl-1-aryloxy-3-(arylselanyl)propan-2-ol/2-hydroxy-2-methyl-3-(arylselanyl)propyl
2-(2-hydroxy-2-methyl-3-(arylselanyl)propoxy)benzoate
starting
from
aryl
allyl
ethers/allyl
benzoates
and
diaryl
diselenides
under
additive-free
conditions.
environmentally
friendly
method
was
achieved
through
constant
current
electrolysis
in
an
undivided
cell
setup
acid,
oxidant,
or
catalyst-free
Additionally,
this
technique
enabled
synthesis
a
variety
β-hydroxy
selenides
including
late-stage
functionalization
drug
derivatives
good
to
exceptional
yields
across
various
substrates
mild
reaction
Chemistry - A European Journal,
Год журнала:
2024,
Номер
30(36)
Опубликована: Апрель 23, 2024
Three
hybrid
electrochemical
protocols,
which
involve
the
energy
transfer,
direct
photolysis
and
N-hydroxyphthalimide
catalyst,
respectively,
are
presented
for
selenylation/cyclization
of
fragile
substrates
3-aza-1,5-dienes
with
diorganyl
diselenides
to
afford
3-selenomethyl-4-pyrrolin-2-ones.
The
two
electrophotocatalytic
reactions
indirect
electrolysis
one
both
regioselective
external-oxidant-
transition-metal-free,
associated
a
broad
substrate
scope
high
Se-economy,
all
three
methods
amenable
gram-scale
syntheses,
late-stage
functionalizations,
sunlight-induced
experiments
all-solar-driven
syntheses.
Chinese Journal of Chemistry,
Год журнала:
2024,
Номер
42(14), С. 1623 - 1629
Опубликована: Март 15, 2024
Comprehensive
Summary
Lewis
base
catalyzed
and
Brønsted
acid
controlled
chemodivergent
electrophilic
selenofunctionalizations
of
alkynes
were
developed
for
the
first
time.
Various
selenium‐containing
tetrasubstituted
alkenes
readily
obtained
in
moderate
to
excellent
yields
with
complete
E
/
Z
selectivities.
As
substrates
1‐ethynyl
naphthol
derivatives,
linear
produced
via
intermolecular
oxygen
nucleophilic
attack
absence
additive;
contrast,
cyclic
generated
through
intramolecular
carbon
capture
addition
acid.
Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
22(4), С. 645 - 681
Опубликована: Дек. 23, 2023
Organochalcogen
compounds
are
prevalent
in
numerous
natural
products,
pharmaceuticals,
agrochemicals,
polymers,
biological
molecules
and
synthetic
intermediates.
Direct
chalcogenation
of
C-H
bonds
has
evolved
as
a
step-
atom-economical
method
for
the
synthesis
chalcogen-bearing
compounds.
Nevertheless,
direct
severely
lags
behind
C-C,
C-N
C-O
bond
formations.
Moreover,
compared
with
monochalcogenation,
reports
selective
mono-/dichalcogenation
exclusive
dichalcogenation
relatively
scarce.
The
past
decade
witnessed
significant
advancements
various
C(sp
Abstract
A
practical
electrochemical
method
for
the
synthesis
of
β‐hydroxyselenides
has
been
developed
under
an
external
oxidant‐free
condition
at
room
temperature
air
from
alkenes
with
diselenides
and
H
2
O.
radical
mechanism
is
proposed
this
transformation
gram‐scale
reactions
demonstrate
practicability
reaction.
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
27(24)
Опубликована: Апрель 17, 2024
Abstract
Alkenes
are
highly
valuable
materials
in
organic
synthesis,
and
their
three‐component
reactions
offer
a
promising
method
for
C−C
bond
formation
carbon
chain
elongation.
This
approach
not
only
reduces
the
number
of
reaction
steps
but
also
minimizes
waste
generation,
enabling
preparation
polysubstituted
alkanes
from
simple
starting
materials.
In
this
review,
we
provide
an
overview
recent
advancements
field
2013
to
2023.
We
have
classified
developments
into
three
main
categories:
(1)
triggered
by
C‐radicals
or
heteroatom‐radicals;
(2)
cascades
involving
three‐membered
ring
intermediates;
(3)
transformations
catalyzed
metals.
will
discuss
wide
range
that
involve
diazoium
salts,
arylhydrazines,
acids,
aldehydes,
1,3‐dicarbonyls,
diazo
compounds,
amines,
malononitriles,
diacyl
peroxides,
ethers,
1,3‐dithiane,
arenes,
CuSCF
3
,
selectfluor,
Et
N
⋅
3HF,
TBHP,
CH
2
Cl
CHCl
CO
CO,
KCl,
H
O,
other
reagents.
These
lead
alkylation,
arylation,
carbonylation
products.
believe
review
be
helpful
future
research
area.
Organic & Biomolecular Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
A
mild
and
efficient
FeCl
3
-catalyzed
oxidative
diselenylation
of
pyrrole-tethered
indoles
has
been
achieved
by
using
RSeSeR
as
the
source
selenium
m
-chloroperoxybenzoic
acid
(
CPBA)
oxidant
(yields
17–70%).
Asian Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Май 28, 2025
Abstract
Herein,
an
efficient
method
for
the
synthesis
of
5‐arylselenyluracils
via
bromide‐catalyzed
selective
C(
sp
2
)‐H
selenylation
uracils
using
boronic
acid
and
elemental
selenium
as
selenyl
source
was
successfully
developed.
This
proceeded
smoothly
a
series
arylboronic
acids
under
metal‐free
strong
oxidant‐free
conditions.
protocol
offered
simple
catalytic
conditions,
high
efficiency,
good
functional
group
compatibility,
easy
operation,
scalable.
Furthermore,
mechanistic
studies
suggested
that
this
transformation
possibly
undergone
radical
pathway.