Electrochemical selenofunctionalization of unactivated alkenes: access to β-hydroxy-selenides
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
Язык: Английский
Electrochemical Synthesis of Organoselenium Compounds: A Graphical Review
SynOpen,
Год журнала:
2023,
Номер
07(04), С. 511 - 520
Опубликована: Окт. 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
Язык: Английский
Electrochemical direct C–H mono and bis-chalcogenation of indolizine frameworks under oxidant-free conditions
Amreen Chouhan,
Kusum Ucheniya,
Lalit Yadav
и другие.
Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
21(37), С. 7643 - 7653
Опубликована: Янв. 1, 2023
Herein,
we
disclosed
a
sustainable
electrochemical
approach
for
site-selective
C-H
mono
and
bis-chalcogenation
(sulfenylation
or
selenylation)
of
indolizine
frameworks.
Diversely
functionalized
disulfides
diselenides
possessing
EDGs
EWGs
were
successfully
reacted
with
variety
indolizines
to
directly
access
sulfenylated/selenylated
in
40-96%
yields.
A
mechanistic
radical
pathway
was
also
validated
control
experiments
cyclic
voltammogram
data.
Язык: Английский
Electrochemical Annulation of ortho‐Alkynylbiphenyls to Fused Sulfenyl Phenanthrenes and Spiro Cyclohexenone Indenes
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
366(1), С. 18 - 23
Опубликована: Ноя. 21, 2023
Abstract
Here,
we
present
an
electrochemically
induced
synthesis
of
9‐sulfenylarylphenanthrenes
and
3’‐sulfenylarylspiro‐cyclohexa[4.5]trienones
starting
from
o
‐alkynylbiphenyls
diaryl
disulfides.
This
method
was
accomplished
through
constant
current
electrolysis
10
mA
in
undivided
cell
setup
by
utilizing
CH
3
CN
as
a
solvent
LiClO
4
electrolyte
at
room
temperature.
Notably,
the
strategy
enabled
formation
sulfenylphenanthrenes
sulfenyl
spiro
cyclohexa[4.5]trienones
70%–95%
yield.
Scale‐up
synthesis,
mechanistic
studies,
cyclic
voltammetry
have
also
been
carried
out.
Язык: Английский
Synthesis of organoselenium compounds using electrochemical and photochemical methods as novel approaches in organic chemistry
Tetrahedron,
Год журнала:
2023,
Номер
148, С. 133667 - 133667
Опубликована: Сен. 26, 2023
Язык: Английский
Electrochemical selective divergent C–H chalcogenocyanation of N-heterocyclic scaffolds
Kusum Ucheniya,
Pooja Kumari Jat,
Amreen Chouhan
и другие.
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
22(16), С. 3220 - 3224
Опубликована: Янв. 1, 2024
An
electrochemical
direct
selective
C-H
chalcogenocyanation
approach
for
indolizine
derivatives
under
mild
conditions
has
been
described.
Cyclic
enone-fused,
chromone-fused
and
2-substituted
indolizines
possessing
EDGs
(electron
donating
groups)
EWGs
withdrawing
were
successfully
reacted
with
NH
Язык: Английский
Pushing Boundaries: What’s Next in Metal-Free C–H Functionalization for Sulfenylation?
Topics in Current Chemistry,
Год журнала:
2024,
Номер
382(2)
Опубликована: Апрель 12, 2024
Язык: Английский
Electrochemical Oxidative Cross-Coupling Reactions of Ketene Dithioacetals and Dichalcogenides to Construct C−Se/C−S Bonds
Journal of The Electrochemical Society,
Год журнала:
2024,
Номер
171(5), С. 055501 - 055501
Опубликована: Апрель 19, 2024
A
green
protocol
for
construction
of
C−Se
bonds
from
ketene
dithioacetals
and
diselenides
through
direct
electrochemical
oxidative
cross-coupling
has
been
developed.
This
reaction
was
carried
out
in
an
undivided
cell
system
with
NaBF
4
as
the
electrolyte
CH
3
CN
solvent
galvanostatic
electrolysis.
series
substituted
were
tolerant
desired
tetrasubstituted
alkenyl
selenides
obtained
moderate
to
excellent
yields.
In
addition,
C−S
bond
disulfides
method
presence
KI
also
successfully
realized.
It
exhibited
high
efficiency
broad
functional
group
tolerance.
Язык: Английский
Electrochemically Driven Regioselective Construction of 4-Sulfenyl-isochromenones from o-Alkynylbenzoates and Diaryl Disulfides
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
22(35), С. 7111 - 7116
Опубликована: Янв. 1, 2024
Herein,
we
have
developed
an
electrochemical
technique
that
enables
the
regioselective
construction
of
4-sulfenyl-1
H
-isochromen-1-ones
in
undivided
cell
under
external
acid,
catalyst,
oxidant,
or
metal-free
conditions.
Язык: Английский
Electrochemical Oxidative Sulfenocyclization of Alkenoic Acids with Disulfides for the Synthesis of Lactones
Asian Journal of Organic Chemistry,
Год журнала:
2023,
Номер
12(12)
Опубликована: Окт. 20, 2023
Abstract
A
direct
electrochemical
oxidative
sulfenocyclization
of
alkenoic
acids
with
disulfides
for
the
synthesis
substituted
lactone
derivatives
has
been
developed
under
metal‐free
and
oxidant‐free
conditions.
The
simple
undivided
cell
platinum/platinum
electrode
setups
offers
broad
substrate
scope
good
functional
group
compatibility,
affording
a
series
thio‐substituted
lactones
in
moderate
to
chemical
yields.
Furthermore,
mechanism
investigated
by
control
experiments
cyclic
voltammetry.
Язык: Английский