Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
21(39), С. 7895 - 7899
Опубликована: Янв. 1, 2023
Aminophenols
are
a
class
of
important
compounds
with
various
pharmacological
activities
such
as
anticancer,
anti-inflammatory,
antimalarial,
and
antibacterial
activities.
Herein,
we
introduce
mild
efficient
electrochemical
selenium-catalyzed
strategy
to
synthesize
polysubstituted
aminophenols.
High
atom
efficiency
transition
metal-free
oxidant-free
conditions
the
striking
features
this
protocol.
By
merging
organoselenium-catalyzed
processes,
intramolecular
rearrangement
N-aryloxyamides
produces
para-amination
products
at
room
temperature
in
simple
undivided
cell.
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
11(2), С. 597 - 630
Опубликована: Ноя. 23, 2023
This
review
highlights
the
recent
progress
in
electrochemical
difunctionalization
of
alkenes
and
alkynes
involving
C–S/Se
bond
formation
to
access
organochalcogen
frameworks.
Organic Letters,
Год журнала:
2023,
Номер
25(20), С. 3812 - 3817
Опубликована: Май 17, 2023
Intramolecular
electro-oxidative
addition
of
enamines
or
amides
to
nonactivated
alkynes
was
attained
access
carbonyl-pyrroles
-oxazoles
from
N-propargyl
derivatives.
Organoselenium
employed
as
the
electrocatalyst,
which
played
a
crucial
role
π-Lewis
acid
and
selectively
activated
alkyne
for
successful
nucleophilic
addition.
The
synthetic
strategy
permits
wide
range
substrate
scope
up
93%
yield.
Several
mechanistic
experiments,
including
isolation
selenium-incorporated
intermediate
adduct,
enlighten
electrocatalytic
pathway.
A
visible-light-driven
Se/Fe
synergistic
catalytic
reaction
between
isocyanides
and
amines
has
been
developed,
employing
air
as
the
terminal
oxidant.
This
efficient
strategy
offers
facile
access
to
2-aminoquinoline
scaffolds.
The
use
of
cost-effective
readily
available
Fe(OTf)3
modulates
selenium
catalyst's
oxidation
state,
enhancing
method's
environmental
friendliness
practicality.
protocol
is
further
distinguished
by
its
good
yields,
broad
substrate
scope,
mild
conditions.
Chemistry - A European Journal,
Год журнала:
2023,
Номер
29(36)
Опубликована: Апрель 18, 2023
Herein,
a
nickela-electrocatalyzed
cross-electrophile
coupling
of
readily
available
aryl
aziridines
and
bromides
under
mild
sustainable
electrochemical
conditions
to
access
synthetic
useful
β-arylethylamines
is
developed.
This
protocol
characterized
by
its
exquisite
chemo-
regioselectivity,
broad
substrate
scope
good
functional
group
compatibility.
Mechanistic
studies
confirmed
that
the
regioselectivity
reactivity
observed
are
result
electro-induced
ring-opening
electroreductive
generate
benzyl
radical
intermediate
as
active
species.
Furthermore,
this
strategy
also
enables
cross-coupling
with
CO2
β-amino
acids
conditions.
Synthetic Communications,
Год журнала:
2025,
Номер
55(5), С. 422 - 432
Опубликована: Фев. 2, 2025
Imidazo[1,2-a]pyridine
derivatives
possess
widespread
applications
in
the
pharmaceutical
industry
and
bioactive
natural
products.
The
diverse
functionalization
of
this
skeleton
has
attracted
much
attention
from
chemists.
Herein,
we
reported
an
electrochemical
deoxygenative
alkoxycarbonylation
imidazoheterocycles
by
using
electrons
as
traceless
oxidant
under
mild
oxidant-free
conditions.
Notably,
our
strategy
provided
a
green
practical
approach
for
introducing
ester
group
into
imidazo[1,2-a]pyridine
employing
easily
available
bench-stable
carbazates
source.
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(11), С. 2544 - 2550
Опубликована: Апрель 5, 2024
Abstract
We
have
developed
an
approach
for
the
construction
of
naphthofuran‐2‐carboxaldehyde
derivatives
utilizing
synergy
electrochemical
oxidation
and
organo‐selenium
catalysis
at
room
temperature.
The
compatibility
various
functional
groups
scalability
this
protocol
demonstrate
practicality
strategy.
synthetic
utility
strategy
is
furthermore
demonstrated
by
synthesizing
diversified
molecules
through
downstream
transformations.
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 7, 2025
A
transition-metal-free
electrochemical
chalcogenative
cyclization
of
2-alkynyl
aryl
oxime
with
dichalcogenides
has
been
established
to
assemble
valuable
4-organochalcogen
isoquinolines
concisely.
This
protocol
proceeds
via
constant
electrolysis
in
a
user-friendly
undivided
cell
setup.
It
circumvents
the
necessity
transition
metal
catalysts,
chemical
oxidants,
and
harsh
reaction
conditions.
The
practical
utilities
current
were
illustrated
by
excellent
functional
group
tolerance,
remarkable
regio-selectivity,
easy
scalability,
mild
conditions,
transformable
isoquinoline
products.
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(15), С. 3786 - 3791
Опубликована: Янв. 1, 2023
An
unprecedented
and
sustainable
electrochemically
driven
oxidative
5-
exo-dig
radical
cyclization
of
N
-propargylbenzamides
with
alcohols
for
the
synthesis
structurally
diverse
oxazole
ketals
is
described.
Molecules,
Год журнала:
2023,
Номер
28(18), С. 6614 - 6614
Опубликована: Сен. 14, 2023
The
importance
of
organoselenium
compounds
has
been
increasing
in
synthetic
chemistry.
These
reagents
are
well-known
as
electrophiles
and
nucleophiles
many
organic
transformations,
recent
years,
their
functionality
catalysts
also
largely
explored.
interest
organoselenium-based
is
due
to
high
efficacy,
mild
reaction
conditions,
strong
functional
compatibility,
great
selectivity.
Allied
catalysts,
the
use
inorganic
oxidants
that
act
by
regenerating
catalytic
species
for
pathway
common.
Here,
we
provide
a
comprehensive
review
last
five
years
transformations
promoted
diorganyl
diselenide
selenium-based
catalyst.
This
report
divided
into
four
sections:
(1)
cyclisation
reactions,
(2)
addition
reactions
oxidative
functionalisation,
(3)
oxidation
reduction
(4)
involving
phosphorus-containing
starting
materials.
Synthesis,
Год журнала:
2023,
Номер
56(15), С. 2295 - 2315
Опубликована: Окт. 24, 2023
Abstract
In
this
article
we
have
focused
on
the
use
of
selenium
in
catalysis
along
with
proposed
reaction
mechanisms.
With
increasing
interest
chemistry,
highlighted
most
significant
features
subject,
mainly
last
years.
Selenium-containing
catalysts
a
key
role
many
transformations;
for
example,
oxidation
reactions
that
are
performed
under
very
mild
and
controlled
conditions.
addition,
utilizing
weak
selenium–oxygen
bonding
interaction
has
proved
to
be
useful
as
catalytic
approach
specific
transformations.
The
cycles
each
appropriate
transformation
fully
reviewed.
1
Introduction
2
Use
Selenium
Catalysis:
Perspectives
2.1
Directing
Group:
Preparation
Organoselenium
Compounds
via
C–H
Borylation
2.2
Multicomponent
Reactions
Employing
Catalyst
2.3
Selenium-π-Acid
Catalysts
2.4
Electrochemical
Selenium-Catalyzed
2.5
Stereoselective
Synthesis
2.6
Transition-Metal
Containing
Selenium-Based
Ligands
2.6.1
Selenium-Ligated
Palladium(II)
Complexes
Heck
Reaction
2.6.2
Pincer
Allylation
Aldehydes
Closely
Related
Functional
Groups
2.6.3
Employed
Buchwald-Type
C–N
Coupling
2.6.4
Suzuki–Miyaura
2.7
Catalysis
Michael-Type
2.8
Catalytic
Cycle
Glutathione
Peroxidase
2.9
Epoxidation
2.10
Dihydroxylation
2.11
Oxidation
2.12
Bromolactonization
2.13
Alkenes
from
Vicinal
Diols
2.14
α-Selanyl
Enals
Propargylic
Alcohols
2.15
Miscellanea
3
Concluding
Remarks
