Organic Letters,
Год журнала:
2024,
Номер
26(45), С. 9631 - 9636
Опубликована: Ноя. 4, 2024
An
efficient
copper-catalyzed
dearomative
[3
+
2]
annulation
of
indoles
with
2-iodoacetic
acid
is
developed.
By
employing
Cu(OTf)2/2,2′-bis(2-oxazoline)
as
the
catalyst
and
LPO
oxidant,
a
series
indoline-fused
butyrolactones
were
synthesized
in
moderate
to
good
yields.
The
reaction
features
mild
conditions,
broad
substrate
scope,
readily
available
starting
materials.
Furthermore,
synthetic
transformations
products
conducted
demonstrate
practical
utility
this
reaction.
Journal of the American Chemical Society,
Год журнала:
2024,
Номер
146(19), С. 13347 - 13355
Опубликована: Май 6, 2024
Azide
compounds
are
widely
present
in
natural
products
and
drug
molecules,
their
easy-to-transform
characteristics
make
them
used
the
field
of
organic
synthesis.
The
merging
transition-metal
catalysis
with
radical
chemistry
offers
a
versatile
platform
for
carboazidation
alkenes,
allowing
rapid
assembly
highly
functionalized
azides.
However,
direct
use
readily
available
hydrocarbon
feedstocks
as
sp
Accounts of Chemical Research,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 13, 2024
ConspectusIn
recent
years,
radical-mediated
cross-coupling
reactions
have
emerged
as
a
compelling
strategy
for
achieving
rich
diversity
in
molecular
topologies
under
benign
conditions.
However,
the
inherent
high
reactivity
of
radicals
presents
considerable
challenges
controlling
reaction
pathways
and
selectivity,
which
often
results
limited
range
substrates
constrained
profile.
Given
capacity
visible-light
photoredox
catalysis
to
generate
wide
variety
reactive
radical
ions
controlled
manner
propensity
copper
complexes
toward
species,
we
envisaged
that
synergy
between
chiral
catalysts
photoactive
would
pave
way
developing
innovative
strategies.
This
integration
is
poised
unlock
broad
spectrum
enantioselective
multicomponent
reactions.In
this
Account,
describe
our
insights
efforts
realm
reactions.
These
advancements
been
achieved
through
application
dual
photoredox/copper
or
bifunctional
visible
light
irradiation.
Our
work
systematically
divided
into
two
sections
based
on
activation
modes.
The
first
section
focuses
photoinduced
copper-catalyzed
C-C
C-O
bond
formation
addition/nucleophilic
trap
sequence.
discussion
particularly
concentrated
asymmetric
carbocyanation
carboarylation
vinylarenes,
1,3-enynes,
1,3-dienes.
findings
underscore
irradiation
with
can
adeptly
modulate
pace
generation,
thus
orchestrating
consecutive
stages
ensuring
attainment
both
chemo-
stereoselectivity.
In
domain
formation,
leveraging
carboxylic
acids
nucleophilic
oxygen
source,
introduce
suite
esterification
benzylic,
allylic,
propargylic
radicals.
are
derived
from
precursors,
showcasing
versatility
approach.
following
highlights
discovery
field
catalysis,
enables
three-component
transformations
via
direct
aromatic
alkenes.
methodology
begins
generation
formal
distonic
anions
photocatalytic
single-electron
reduction
alkenes,
thus,
enabling
orthogonal
reactivity.
Employing
H
Chemical Communications,
Год журнала:
2024,
Номер
unknown
Опубликована: Янв. 1, 2024
A
photoinduced
iron-catalyzed
fluoroalkylation-peroxidation
of
activated
and/or
unactivated
alkenes
with
fluoroalkyl
carboxylic
acids
and
hydroperoxide
has
been
realized.
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 13, 2025
A
class
of
prearomatic
carboxylic
acid
p-quinol
ester
radical
precursors
has
been
developed
successfully,
which
could
undergo
homolytic
cleavage
the
para
C-O
bond
esters
via
pyridine-boryl
radical-induced
aromatization
in
presence
pyridines
and
diboron
reagents,
affording
corresponding
alkyl
decarboxylation
from
carboxyl
situ.
In
addition,
were
further
applied
substitution
with
phenylsulfonyl
compounds
self-coulpings.
This
method
not
only
provides
a
new
approach
to
generation
intermediate
but
also
expands
application
boron
radicals.
