Regio- and Stereoselective Synthesis of 3-Selenylazaflavanones and 3-Selenylflavanones via Electrochemically Facilitated Selenylation Cascade
Shaogao Zeng,
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Yong Zeng,
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Hui Wang
No information about this author
et al.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(6), P. 4074 - 4084
Published: Feb. 23, 2024
Herein,
an
oxidant-
and
metal-free
electrochemical
selenylation
reaction
of
chalcones
with
diselenides
for
the
synthesis
3-selenylazaflavanones
3-selenylflavanones
at
room
temperature
was
reported.
The
method
proceeded
under
mild
conditions,
exhibited
a
broad
substrate
scope,
provided
selenylated
products
in
moderate
to
excellent
yields
high
regio-
stereoselectivity.
could
also
be
readily
scaled
up
efficiency.
Detailed
mechanistic
studies
through
control
experiments
disclosed
that
selenium-based
radical
might
participate
this
transformation.
Language: Английский
Visible-light induced selenocyclization of 2-ethynylanilines under ambient conditions: simple FeBr3 as a dual-functional catalyst
Binbin Huang,
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Xinye Tang,
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Jiawei Yuan
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et al.
Organic & Biomolecular Chemistry,
Journal Year:
2024,
Volume and Issue:
22(30), P. 6198 - 6204
Published: Jan. 1, 2024
Reported
herein
is
a
visible-light
induced
selenocyclization
of
2-ethynylanilines
under
ambient
conditions,
with
simple
FeBr
3
as
dual-functional
catalyst.
Language: Английский
Electrocatalytic Cascade Selenylation/Cyclization/Deamination of 2-Hydroxyaryl Enaminones: Synthesis of 3-Selenylated Chromones under Mild Conditions
Kaili Cen,
No information about this author
Yuan Liu,
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Junhong Yu
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et al.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(12), P. 8632 - 8640
Published: June 6, 2024
Herein,
we
disclosed
a
highly
efficient
pathway
toward
3-selenylated
chromone
derivatives
via
electrocatalytic
cascade
selenylation/cyclization/deamination
of
2-hydroxyaryl
enaminones
with
diselenides.
This
method
showed
mild
conditions,
easy
operation,
wide
substrate
scope,
and
good
functional
group
tolerance.
Furthermore,
this
electrosynthesis
strategy
was
amendable
to
scale-up
the
reaction.
Additionally,
preliminary
experiments
revealed
that
reaction
probably
proceeded
cation
instead
radical
pathway.
Language: Английский
Electrochemical Synthesis of Organoselenium Compounds: A Graphical Review
Zhixiong Ruan,
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Balati Hasimujiang
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SynOpen,
Journal Year:
2023,
Volume and Issue:
07(04), P. 511 - 520
Published: Oct. 1, 2023
Abstract
Electrochemical
synthesis,
due
to
its
environmentally
benign,
sustainable,
and
practical
nature,
has
become
an
appealing
powerful
substitute
for
traditional
methods
oxidizing
reducing
organic
compounds.
Thus,
numerous
valuable
changes
have
been
established
in
the
field
of
synthesis
through
utilization
electrochemistry.
Among
these
electrochemical
transformations,
formation
C–Se
bonds
stands
out
as
exceptionally
noteworthy
reaction
type.
In
this
graphical
review,
we
present
a
succinct
summary
progress
utilizing
strategies
synthesizing
organoselenium
Language: Английский
Modular Synthesis of Bioactive Selenoheterocycles for Efficient Cancer Therapy via Electrochemical Selenylation/Cyclization
Wenyan Xu,
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Chengwei Zheng,
No information about this author
Mu Chen
No information about this author
et al.
Journal of Medicinal Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 10, 2025
A
green,
efficient,
and
environmentally
friendly
electrochemical
strategy
was
developed
for
synthesizing
a
series
of
selenoheterocyclic
compounds.
The
antitumor
activities
these
compounds
were
evaluated,
revealing
that
4o,
5n,
5o
demonstrated
remarkable
efficacy.
These
effectively
inhibited
lung
cancer
by
inducing
cell
apoptosis,
causing
DNA
damage,
suppressing
the
progression
epithelial-mesenchymal
transition.
Notably,
compound
identified
as
first
inhibitor
DEAD-box
helicase
10
(DDX10).
An
in
vivo
xenograft
assay
further
confirmed
therapeutic
potential
5o,
demonstrating
tumor
growth
inhibition
rates
60%,
78%,
88%
at
doses
5
mg/kg,
20
respectively.
This
study
highlights
promising
chemotherapeutic
agent
effective
treatment
cancer.
Language: Английский
Synthesis of organoselenium compounds using electrochemical and photochemical methods as novel approaches in organic chemistry
Tetrahedron,
Journal Year:
2023,
Volume and Issue:
148, P. 133667 - 133667
Published: Sept. 26, 2023
Language: Английский
Electrochemical Synthesis of 4‐Selenylated Oxazolones via Oxyselenylation of Ynamides
Jinhui Cai,
No information about this author
Kaili Cen,
No information about this author
Weishuang Li
No information about this author
et al.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 19, 2024
Abstract
Electrosynthesis
of
selenylated‐oxazolone
derivatives
via
cascade
selenylation/cyclization
ynamides
was
disclosed.
A
series
diaryl
diselenides,
dialkyl
and
heteroaryl‐substituted
tolerated
in
this
protocol
delivered
4‐selenyloxazolones
28–83%
yields.
The
scale‐up
reaction
the
oxidation
performed
to
showcase
practicability
method.
Furthermore,
mechanistic
experiments
indicated
that
a
cationic
pathway
instead
radical
probably
involved.
Language: Английский
Recent Developments in Selenylation of Alkynes
Yuemei Xu,
No information about this author
Dayun Huang,
No information about this author
Jinjing Wu
No information about this author
et al.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
unknown
Published: July 29, 2024
Abstract
Alkynes
are
simple
yet
important
organic
feedstocks.
The
selenylation
of
alkynes
is
able
to
produce
complex
selenium‐containing
compounds
in
a
facile
way.
Although
there
some
reviews
about
the
alkynes,
most
them
focus
on
one
specific
reaction
or
what
types
products
that
can
be
obtained.
There
lack
attention
given
various
uses
different
selenium
reagents
and
their
mechanisms.
This
review
mainly
focuses
recent
advances
(2013–2023)
based
diverse
reagents.
Mechanisms
how
added
work
will
discussed.
Different
types,
including
difunctionalization,
Se‐annulation,
spiro‐cyclization,
C−Se
coupling,
click
recorded
this
review.
regioselectivity
achieved
through
mechanisms,
radicals,
seleniraniums
electrophilic
cyclization.
We
hope
it
do
help
for
future
research
area.
Language: Английский
Electrochemical Oxidative Cross-Coupling and Annulation for Functionalized Heterocycles
Topics in heterocyclic chemistry,
Journal Year:
2024,
Volume and Issue:
unknown, P. 37 - 53
Published: Jan. 1, 2024
Language: Английский
Recent advances in electrochemically enabled construction of indoles
Yu Zheng,
No information about this author
Chunxi Chen,
No information about this author
Yanju Lu
No information about this author
et al.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(65), P. 8516 - 8525
Published: Jan. 1, 2024
This
review
summarizes
recent
advances
in
the
electrochemically
enabled
construction
of
indoles
from
non-indole-based
precursors
and
their
underlying
mechanisms.
Language: Английский