Photoinduced C(sp3)−H Bicyclopentylation Enabled by an Electron Donor–Acceptor Complex‐Mediated Chemoselective Three‐Component Radical Relay
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
unknown
Опубликована: Апрель 10, 2024
The
photoredox
electron
donor-acceptor
(EDA)
complex-mediated
radical
coupling
reaction
has
gained
prominence
in
the
field
of
organic
synthesis,
finding
widespread
application
two-component
reactions.
However,
EDA
complex-promoted
multi-component
reactions
are
not
well
developed
with
only
a
limited
number
examples
have
been
reported.
Herein,
we
report
photoinduced
and
highly
chemoselective
three-component
arylalkylation
[1.1.1]propellane,
which
allows
direct
functionalization
C(sp
Язык: Английский
Photoinduced C(sp3)−H Bicyclopentylation Enabled by an Electron Donor–Acceptor Complex‐Mediated Chemoselective Three‐Component Radical Relay
Angewandte Chemie,
Год журнала:
2024,
Номер
136(39)
Опубликована: Апрель 10, 2024
Abstract
The
photoredox
electron
donor–acceptor
(EDA)
complex‐mediated
radical
coupling
reaction
has
gained
prominence
in
the
field
of
organic
synthesis,
finding
widespread
application
two‐component
reactions.
However,
EDA
complex‐promoted
multi‐component
reactions
are
not
well
developed
with
only
a
limited
number
examples
have
been
reported.
Herein,
we
report
photoinduced
and
highly
chemoselective
three‐component
arylalkylation
[1.1.1]propellane,
which
allows
direct
functionalization
C(sp
3
)−H
bicyclo[1.1.1]pentanes
(BCP)‐aryl
groups
under
mild
conditions.
A
variety
unnatural
α‐amino
acids,
featuring
structurally
diversified
1,3‐disubstituted
BCP
moieties,
were
synthesized
single‐step
process.
Notably,
leveraging
high
tension
release
unstable
transient
aryl
undergoes
rapid
conversion
into
relatively
stable
tertiary
alkyl
radical,
consequently,
competing
side‐reaction
was
entirely
suppressed.
strategic
use
this
approach
would
be
useful
for
design
diverse
It
is
noteworthy
that
late‐stage
incorporation
pharmacophores
peptides
achieved
both
liquid‐phase
solid‐phase
This
advancement
anticipated
to
significant
potential
future
development
peptide
drugs.
Язык: Английский
Recent Advances in Visible‐Light‐Enabled C3‐H Fluoroalkylation of Quinoxalin‐2(1H)‐ones
ChemistrySelect,
Год журнала:
2025,
Номер
10(12)
Опубликована: Март 1, 2025
Abstract
In
light
of
the
extensive
application
fluoroalkyl‐containing
molecules
and
functionalized
quinoxalin‐2(1
H
)‐ones
in
medicinal
chemistry
functional
materials,
visible‐light‐enabled
C3‐H
fluoroalkylation
has
garnered
significant
attention.
this
review,
we
provide
a
detailed
overview
latest
advancements
rapidly
evolving
research
area.
We
cover
utilization
various
fluoroalkyl
sources
under
conditions
photocatalyst
or
without
photocatalyst,
discuss
pertinent
reaction
conditions,
mechanisms,
substrate
scope.
Our
objective
is
to
help
more
chemists
comprehend
challenges
opportunities
within
field,
thereby
fostering
its
development.
Язык: Английский
Visible-Light-Induced Difunctionalization of 3-Butenoic Acid with Bromodifluoromethyl Heteroarylsulfones
Organic Letters,
Год журнала:
2024,
Номер
26(30), С. 6449 - 6453
Опубликована: Июль 22, 2024
Herein,
we
report
a
visible-light-induced
iridium-promoted
direct
bifunctionalization
of
3-butenoic
acid
with
bromodifluoromethyl
heteroarylsulfones.
This
methodology
enables
the
concurrent
introduction
difluoromethyl
heteroarylsulfone
and
bromine
groups
into
under
mild
reaction
conditions.
Various
Язык: Английский