Asian Journal of Organic Chemistry,
Год журнала:
2022,
Номер
11(2)
Опубликована: Янв. 21, 2022
Abstract
An
efficient
iron‐catalyzed
allylation
of
cycloalkyl
hydroperoxides
with
allylic
sulfones
via
C−C
bond
cleavage
is
presented.
This
protocol
provides
an
approach
to
a
wide
range
distally
allylated
ketones
good
functional
group
tolerance
and
high
regioselectivity
under
redox‐neutral
conditions.
Preliminary
mechanistic
study
implies
radical
process
might
be
involved
in
this
reaction.
Trends in Chemistry,
Год журнала:
2023,
Номер
5(3), С. 174 - 200
Опубликована: Фев. 14, 2023
Organic
peroxides
are
becoming
popular
intermediates
for
novel
chemical
transformations.
The
weak
O-O
bond
is
readily
reduced
by
transition
metals,
including
iron
and
copper,
to
initiate
a
radical
cascade
process
that
breaks
C-C
bonds.
Great
potential
exists
the
rapid
generation
of
complexity,
originating
from
ability
couple
resulting
free
radicals
with
wide
range
partners.
First,
this
review
article
discusses
history
synthesis
organic
peroxides,
providing
context
necessary
understand
methodology.
Then,
it
highlights
91
examples
recent
applications
functionalization
bonds
accessed
through
metal-mediated
reduction
peroxides.
Finally,
we
provide
some
comments
about
safety
when
working
Chemical Science,
Год журнала:
2024,
Номер
15(13), С. 4757 - 4762
Опубликована: Янв. 1, 2024
α-Keto-,
β-acetoxy-
and
β-amidoalkylsilyl
peroxides
are
prepared
from
various
precursors
utilized
for
Fe-catalyzed
visible-light-promoted
radical
functionalization
with
coupling
partners
under
mild
conditions
a
broad
substrate
scope.
Chemical Communications,
Год журнала:
2023,
Номер
59(88), С. 13175 - 13178
Опубликована: Янв. 1, 2023
An
NHC
organocatalytic
radical
acylation
of
cycloalkyl
silyl
peroxides
with
aldehydes
was
developed
for
the
efficient
and
rapid
synthesis
long-chain
1,6-/1,7-/1,8-diketones,
especially
unsymmetrical
ones.
The Journal of Organic Chemistry,
Год журнала:
2021,
Номер
86(17), С. 11987 - 11997
Опубликована: Авг. 10, 2021
A
cheap
iron-catalyzed
C–C
bond
cleavage/thiolation
and
selenylation
of
cycloalkyl
hydroperoxides
are
presented.
This
redox-neutral
protocol
provides
efficient
access
to
diverse
distal
keto-functionalized
thioethers
selenium
compounds.
Remarkably,
only
some
amounts
disulfides
required
for
this
transformation.
Organic Letters,
Год журнала:
2022,
Номер
24(14), С. 2641 - 2645
Опубликована: Март 4, 2022
The
formation
of
two
carbon-carbon
bonds
using
vinylarenes
with
alkylsilyl
peroxides
and
β-keto
carbonyl
substrates
is
effected
by
the
presence
catalytic
Fe(OTf)2
under
mild
reaction
conditions.
A
variety
different
substituents
can
be
utilized
in
combination
several
substrates.
Abstract
Transition‐metal‐catalyzed
radical
relay
cross‐coupling
reactions
of
1,3‐dienes
have
recently
emerged
as
one
the
most
powerful
methods
for
construction
structurally
diverse
allylic
compound
in
a
single
chemical
step.
However,
there
still
has
been
limited
success
expanding
substrate
scope
precursors
and
coupling
partners,
well
exploring
catalytic
asymmetric
variants.
Herein,
we
report
copper‐catalyzed
enantioselective
three‐component
1,2‐alkylesterification
using
cycloalkyl
hydroperoxides
carbonyl‐containing
alkyl
sources
carboxylic
acids
O‐nucleophiles
under
mild
redox‐neutral
conditions.
This
protocol
features
broad
good
functional
group
tolerance
with
respect
to
each
component,
providing
practical
access
variety
distally
keto‐functionalized
esters
high
enantioselectivity.
Mechanistic
studies
suggest
involvement
sequential
C−O
this
reaction.
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
22(12), С. 2370 - 2374
Опубликована: Янв. 1, 2024
An
efficient
method
was
developed
for
the
one-pot
construction
of
pyrrolo[1,2-
a
]quinoxalines
via
Cu(
ii
)-catalyzed
domino
reaction
between
2-(1
H
-pyrrol-1-yl)anilines
and
alkylsilyl
peroxides.
Organic Chemistry Frontiers,
Год журнала:
2021,
Номер
8(20), С. 5866 - 5871
Опубликована: Янв. 1, 2021
An
efficient
copper-catalyzed
ketoalkylation
of
Csp
2
–H
bonds
with
cycloalkyl
silyl
peroxides
under
mild
conditions
is
presented.
A
series
in
quinoxalin-2(1
H
)-ones,
heteroaromatic
N
-oxides
and
quinones
were
amenable
to
this
protocol.
