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.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(21), С. 15414 - 15427
Опубликована: Окт. 23, 2023
Unprecedented
regioselective
electrochemical
tandem
selenation/cyclization
of
alkynyl
phosphonates
with
diselenide
is
described
here.
These
obtained
selenoether
products
can
be
chemo-selectively
converted
into
halogen-functionalized
cyclic
enol
under
our
conditions.
protocols
provide
straightforward
access
to
valuable
phosphonate
or
phosphaisocoumarins
the
and
transition-metal-free
The
robustness
these
transformations
was
illustrated
by
their
compatibility
various
complex
natural
bioactive
molecules.
halogen
functional
groups
allow
further
diversification
phosphorus
heterocycles
thus
obtained.
SynOpen,
Год журнала:
2023,
Номер
07(04), С. 521 - 534
Опубликована: Сен. 6, 2023
Abstract
Organoselenium
compounds
are
crucial
molecules
that
utilized
extensively
in
diverse
fields
such
as
medicine,
agriculture,
catalysis,
and
organic
materials.
The
incorporation
of
selenium
atoms
into
holds
significant
importance
synthetic
chemistry.
Organic
electrochemical
synthesis,
a
green,
mild,
efficient
strategy,
has
displayed
remarkable
potential
for
organoselenium
chemistry
synthesis.
Consequently,
there
been
substantial
interest
recent
years
researching
electrochemically
mediated
synthesis
compounds.
This
review
provides
an
overview
the
progress
made
reactions
over
last
decade,
including
oxidation
diselenide
coupling,
tandem
selenocyclization.
scope,
limitations,
mechanisms
those
emphasized.
1
Introduction
2
Electrochemical
Selenium-Catalyzed
Reactions
3
Electrochemically
Mediated
Coupling
Aromatic/Heterocyclic
Rings
with
Diselenides
4
Tandem
Selenocyclization
5
Conclusion
Chemistry - An Asian Journal,
Год журнала:
2024,
Номер
19(12)
Опубликована: Апрель 17, 2024
Abstract
We
reported
a
chiral
oxamide‐phosphine
ligand
(COAP−Ph)‐Pd‐catalyzed
asymmetric
[3+2]
cycloaddition
reaction
between
vinyl
cyclopropane
compounds
derived
from
1,3‐indanedione
and
2‐vinylcyclopropane‐1,1‐dicarboxylates
with
cyclic
sulfonyl
1‐azadienes.
The
corresponding
reactions
provided
series
of
enantiomerically
active
spiro
cyclopentane‐indandione
cyclopentane
structures
bearing
three
consecutive
stereogenic
centers
in
good
yields
diastereo‐
enantioselectivity.
COAP−Pd
complex
serves
not
only
to
promote
generation
π
‐allyl‐palladium
intermediates
induce
the
asymmetry
reaction,
but
also
depress
background
reaction.
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
366(3), С. 408 - 413
Опубликована: Дек. 15, 2023
Abstract
An
electrocatalytic
approach
for
the
bromide‐mediated
selenocyclization
of
N
‐propargylamides
with
diselenides
is
described,
providing
a
synthetic
route
synthesis
various
seleno‐oxazoles
in
41–73%
yields.
The
success
gram‐scale
experiments
demonstrate
potential
value
this
protocol
chemistry.
Mechanistic
investigations
suggest
that
proceed
through
two
possible
pathways,
including
selenium
cation
and
radical
processes.
Green Synthesis and Catalysis,
Год журнала:
2024,
Номер
unknown
Опубликована: Янв. 1, 2024
A
selenium-catalyzed
electrosynthesis
involving
regio-
and
stereo-selective
N-olefination
of
azoles
was
developed.
The
room-temperature
reaction
efficient
(up
to
97%
yield)
compatible
with
various
styrenes
azoles.
Mechanistic
study
showed
that
the
cascade
triggered
by
selenium-cation-mediated
electrophilic
trans-aminoselenation,
followed
an
oxidative
cis-elimination
selane.
also
well
more
challenging
internal
alkene
substrates,
giving
desired
N-vinyl
in
up
88%
yield
>
20:1
Z/E
ratio.
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.
