A
simple
yet
efficient
approach
towards
the
synthesis
of
β-hydroxy
selenylated
ketones
was
developed
from
easily
accessible
chalcones
and
diphenyl
diselenide
through
an
electrochemical
pathway.
In
this
technique,
water
are
source
PhSe.
hydroxyl
(-OH)
groups
that
can
be
inserted
at
α
β
positions
respectively
producing
in
moderate
to
good
yields.
The
reaction
features
difunctionalization
ketones,
catalyst
free,
mild
conditions,
stereo
regioselectivity
undivided
cell
room
temperature.
For
transformation,
a
plausible
radical
mechanism
has
been
put
out.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(24), С. 16790 - 16796
Опубликована: Ноя. 28, 2023
A
general
and
efficient
method
for
the
synthesis
of
various
selanyl
phenanthrenes/polycyclic
heteroaromatics
through
electrophilic
annulation
2-alkynyl
biaryls
with
diorganyl
diselenides
under
metal-free
mild
conditions
was
established.
The
sulfanyl
phenanthrene
also
obtained
in
moderate
yields.
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
27(9)
Опубликована: Фев. 8, 2024
Abstract
Cycloalkanols
ring‐opening
transformation
is
one
of
the
most
valuable
and
wide
area
research.
Among
numerous
methods
that
have
been
developed,
transition‐metal‐free
approaches
attracted
great
interest
from
both
chemists
pharmacologists.
This
largely
due
to
advantages
being
environmentally
benign,
cost‐effective
operationally
simple.
Here
we
provide
a
comprehensive
outline
on
recent
advances
in
synthesis
distally
substituted
ketones
cyclic
compounds
via
cycloalkanols
under
conditions.
Abstract
Cyclopropanols,
due
to
their
particular
chemistry,
can
participate
in
various
synthetic
reactions
with
retention
or
cleavage
of
the
strained
three‐membered
ring.
Direct
cross‐coupling
ring‐opening
reaction
such
molecules
access
organic
compounds,
as
ketones
has
great
importance
medicinal
chemistry
and
material
sciences.
Hence,
coupling
reaction/cyclization
cyclopropanols
for
constructing
new
valuable
presence
a
transition
metal
catalyst
under
metal‐free
conditions
is
described
this
context.
The
features
are
discussed,
mechanisms
challenging
highlighted.
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(10), С. 1678 - 1684
Опубликована: Апрель 28, 2023
Abstract
A
feasible
and
umpolung
strategy
for
the
synthesis
of
structurally
diverse
β
‐amino
ketones
has
been
achieved
through
TEMPO
mediated
C−N
coupling
cyclopropanols
with
nitrogen
nucleophiles.
Mechanism
studies
indicated
that
in
situ
generated
enones
derived
from
are
key
intermediates
play
multiple
roles,
including
radical
initiator,
trapping
reagent,
a
porter
‐hydrogen
an
base.
This
protocol
features
broad
substrate
scope,
good
scalability
to
excellent
yields
provides
alternative
complementary
approach
important
ketone
scaffolds
under
metal
additive‐free
conditions.
magnified
image
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.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(8), С. 5328 - 5336
Опубликована: Апрель 10, 2024
The
thiazole-2-imine
derivatives
with
interesting
pharmacological
activities
have
attracted
significant
attention.
However,
previously
reported
synthesis
strategies
usually
suffered
from
some
drawbacks,
such
as
the
use
of
metals/additive
and
harsh
reaction
conditions.
Herein,
we
developed
a
metal-
photoinitiator-free
photocatalytic
strategy
for
various
selenium-substituted
first
time.
displayed
mild
conditions,
simple
operation,
broad
substrate
scope
(37
examples),
good
to
excellent
yields.
Chemical Communications,
Год журнала:
2023,
Номер
59(69), С. 10392 - 10395
Опубликована: Янв. 1, 2023
A
palladium
catalytic
method
has
been
developed
for
the
coupling
of
amides
and
cyclopropanols
to
γ-diketones,
through
simultaneous
C-N
C-C
activation.
Heteroatom
ligand
exchange
heteroatom-to-carbon
ligation
mode
switching
enable
achievement
molecular
cross-coupling
in
an
amide
N-atom
structural
context-dependent
manner,
avoiding
any
stoichiometric
organometallic
reagent
or
base.