Angewandte Chemie,
Journal Year:
2024,
Volume and Issue:
136(41)
Published: July 18, 2024
Abstract
Although
highly
appealing
for
rapid
access
of
molecular
complexity,
multi‐functionalization
alkenes
that
allows
incorporation
more
than
two
functional
groups
remains
a
prominent
challenge.
Herein,
we
report
novel
strategy
merges
dipolar
cycloaddition
with
photoredox
promoted
radical
ring‐opening
remote
C(sp
3
)−H
functionalization,
thus
enabling
smooth
1,2,5‐trifunctionalization
unactivated
alkenes.
A
regioselective
[3+2]
anchors
reaction
trigger
onto
alkene
substrates.
The
subsequent
halogen
atom
transfer
(XAT)
selectively
initiates
process,
which
is
followed
by
series
1,5‐hydrogen
(1,5‐HAT)
and
intermolecular
fluorine
(FAT)
events.
With
this
method,
site‐selective
introduction
three
different
accomplished
broad
spectrum
valuable
β‐hydroxyl‐ϵ‐fluoro‐nitrile
products
are
synthesized
from
readily
available
terminal
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(26), P. 18143 - 18150
Published: June 25, 2024
In
recent
years,
redox
reactions
have
harnessed
light
or
mechanical
energy
to
enable
the
formation
of
chemical
bonds.
We
postulated
a
complementary
approach
that
electromagnetic
induction
could
promote
reaction
organic
molecules
using
rotating
magnetic
field
and
metal
rods.
Here,
we
report
electromotive
force
activates
redox-active
trifluoromethylating
reagents.
This
magnetoredox
system
can
be
applied
trifluoromethylation
heteroarenes
with
high
regioselectivity
hydrotrifluoromethylation
alkenes
without
need
for
catalysts
additives.
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
63(41)
Published: July 18, 2024
Abstract
Although
highly
appealing
for
rapid
access
of
molecular
complexity,
multi‐functionalization
alkenes
that
allows
incorporation
more
than
two
functional
groups
remains
a
prominent
challenge.
Herein,
we
report
novel
strategy
merges
dipolar
cycloaddition
with
photoredox
promoted
radical
ring‐opening
remote
C(sp
3
)−H
functionalization,
thus
enabling
smooth
1,2,5‐trifunctionalization
unactivated
alkenes.
A
regioselective
[3+2]
anchors
reaction
trigger
onto
alkene
substrates.
The
subsequent
halogen
atom
transfer
(XAT)
selectively
initiates
process,
which
is
followed
by
series
1,5‐hydrogen
(1,5‐HAT)
and
intermolecular
fluorine
(FAT)
events.
With
this
method,
site‐selective
introduction
three
different
accomplished
broad
spectrum
valuable
β‐hydroxyl‐ϵ‐fluoro‐nitrile
products
are
synthesized
from
readily
available
terminal
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 24, 2025
A
visible-light-induced
trifunctionalization
of
unactivated
alkenes
for
building
functionalized
oxindoles
through
a
radical
cyano
migration
strategy
is
reported.
This
transformation
employs
tandem
alkene
sulfonylation-initiated
migration/cyclization
cascade
process.
features
stable
and
easily
accessible
substrates,
mild
reaction
conditions,
metal-free
catalysts,
the
capability
late-stage
functionalization.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(18), P. 3733 - 3738
Published: April 26, 2024
We
describe
herein
a
novel,
general,
and
robust
approach
to
structurally
diversified
alkenyl
nitriles
through
Rh-catalyzed
cyano
transfer
reaction
between
alkynyl-malononitrile
derivatives
aryl/alkenyl
boronic
acids.
This
exhibits
high
chemo-
regioselectivity
broad
substrate
scope.
The
tetrasubstituted
dinitriles
(34
examples,
average
58%
yield)
are
obtained
tuning
ligand
control.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(25), P. 5312 - 5317
Published: June 13, 2024
Cu-catalyzed
asymmetric
construction
of
a
chiral
quaternary
center
bearing
CH3
and
CF3
groups
was
achieved
with
high
to
excellent
enantioselectivity
using
our
originally
developed
ligands.
The
conjugate
addition
Me3Al
β-CF3-substituted
enones
unsaturated
ketoesters
proceeded
efficiently.
use
gives
optically
active
furanones
in
yields
enantioselectivities.
perfluoroalkyl-substituted
enone
does
not
seem
be
favorable
the
present
reaction.
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
63(46)
Published: Aug. 13, 2024
Abstract
Non‐activated
linear
α‐olefins
are
valuable
building
blocks
for
organic
transformation
or
olefin
(co)polymerization,
but
they
recognized
as
textbook
knowledge
non‐homopolymerizable
monomers
under
radical
conditions.
In
this
article,
we
disclose
our
effort
to
achieve
an
unprecedented
library
of
all
carbon‐bonded
sequence‐regulated
polymers
via
isomerization
homopolymerization
α‐olefin
derivatives.
The
success
distinctive
polymerization
is
attributed
the
remarkable
efficiency
and
selectivity
exhibited
during
cyano
group
migration
hydrogen
atom
transfer,
which
greatly
enhanced
by
precise
engineering
their
monomer
structures.
This
process
enables
elongation
polymer
chains
five,
six,
seven
carbon
atoms
at
each
propagation
step.
These
polymers,
obtained
through
transfer
involved
processes,
emerge
promising
candidates
resembling
polyethylene
polyacrylonitrile
copolymers.
