Photo‐/Electrocatalytic Difunctionalization of Alkenes Enabled by C‐H Radical Functionalization
Zilong Zhou,
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Yin Zhang,
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Peizhe Cui
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et al.
Chemistry - A European Journal,
Journal Year:
2024,
Volume and Issue:
30(62)
Published: Aug. 10, 2024
The
difunctionalization
of
alkenes
represents
a
powerful
tool
to
incorporate
two
functional
groups
into
the
alkene
bones
for
increasing
molecular
complexity
and
has
been
widely
utilizations
in
chemical
synthesis.
Upon
catalysis
green,
sustainable,
mild
photo-/electrochemistry
technologies,
much
attentions
have
attracted
development
new
tactics
transformations
important
alkane
feedstocks
driven
by
C-H
radical
functionalization.
Herein,
we
summarize
recent
advances
photo-/electrocatalytic
enabled
We
detailedly
discuss
substrate
scope
mechanisms
reactions
selecting
impressive
synthetic
examples,
which
are
divided
four
sections
based
on
final
terminated
step,
including
oxidative
radical-polar
crossover
coupling,
reductive
radical-radical
transition-metal-catalyzed
coupling.
Language: Английский
Recent Advances in Carbon-Centered Radical-Initiated Olefin Transformation Chemistry
Hua-Zhan Ren,
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Ming Hu,
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Jin‐Heng Li
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et al.
Catalysts,
Journal Year:
2025,
Volume and Issue:
15(5), P. 461 - 461
Published: May 8, 2025
In
recent
years,
carbon-centered
radical-initiated
olefin
transformation
reactions,
including
alkene
Heck-type
alkylation,
hydroalkylation,
and
difunctionalization
have
attracted
increasing
attention
been
extensively
developed.
This
review
summarizes
the
advances
in
chemistry,
such
as
radical-mediated
reactions.
area
of
research
is
divided
into
several
sections
based
on
types
reactions
divergent
formation
processes
radicals.
Drawing
our
group’s
investigations,
we
show
that
efficient
strategies
gained
significant
traction
synthetic
chemistry
due
to
their
ability
rapidly
install
functional
groups
enhance
molecular
complexity.
Language: Английский
Visible‐Light‐Mediated Activation of Remote C(sp3)‐H Bonds by Carbon‐Centered Biradical via Intramolecular 1,5‐ or 1,6‐Hydrogen Atom Transfer
Xin-Tao Gu,
No information about this author
Jiahao Shen,
No information about this author
Ziyu Xu
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et al.
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
63(38)
Published: June 21, 2024
In
this
study,
we
introduce
a
novel
intramolecular
hydrogen
atom
transfer
(HAT)
reaction
that
efficiently
yields
azetidine,
oxetane,
and
indoline
derivatives
through
mechanism
resembling
the
carbon
analogue
of
Norrish-Yang
reaction.
This
process
is
facilitated
by
excited
triplet-state
carbon-centered
biradicals,
enabling
1,5-HAT
suppressing
critical
1,4-biradical
intermediates
from
undergoing
Norrish
Type
II
cleavage
reaction,
pioneering
unprecedented
1,6-HAT
reactions
initiated
alkenes.
We
demonstrate
synthetic
utility
compatibility
method
across
various
functional
groups,
validated
scope
evaluation,
large-scale
synthesis,
derivatization.
Our
findings
are
supported
control
experiments,
deuterium
labeling,
kinetic
studies,
cyclic
voltammetry,
Stern-Volmer
density
theory
(DFT)
calculations.
Language: Английский
TMSCN-Promoted Difunctionalization of Alkenes for the Synthesis of Alcohol Derivatives
Jiantao Zhang,
No information about this author
Renhua Su,
No information about this author
Weiming Zhu
No information about this author
et al.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(17), P. 12062 - 12070
Published: Aug. 15, 2024
A
TMSCN-promoted
difunctionalization
of
styrenes
with
CHCl3
and
TBHP
is
reported
via
the
radical
addition/cross
coupling
process.
wide
range
dichloromethyl-substituted
alcohol
derivatives
were
synthesized
under
transition-metal-free
conditions.
Besides,
this
method
also
applicable
to
unactive
alkenes.
The
key
success
lies
in
role
TMSCN,
which
prevents
reaction
toward
dichloromethylperoxylation
olefins.
This
represents
an
alternative
approach
for
synthesizing
diverse
using
readily
available
substrates,
holding
significant
promise
fields
pharmaceutical
chemistry
natural
product
synthesis.
Language: Английский
Visible‐Light‐Mediated Activation of Remote C(sp3)−H Bonds by Carbon‐Centered Biradical via Intramolecular 1,5‐ or 1,6‐Hydrogen Atom Transfer
Xin-Tao Gu,
No information about this author
Jiahao Shen,
No information about this author
Ziyu Xu
No information about this author
et al.
Angewandte Chemie,
Journal Year:
2024,
Volume and Issue:
136(38)
Published: June 21, 2024
Abstract
In
this
study,
we
introduce
a
novel
intramolecular
hydrogen
atom
transfer
(HAT)
reaction
that
efficiently
yields
azetidine,
oxetane,
and
indoline
derivatives
through
mechanism
resembling
the
carbon
analogue
of
Norrish‐Yang
reaction.
This
process
is
facilitated
by
excited
triplet‐state
carbon‐centered
biradicals,
enabling
1,5‐HAT
suppressing
critical
1,4‐biradical
intermediates
from
undergoing
Norrish
Type
II
cleavage
reaction,
pioneering
unprecedented
1,6‐HAT
reactions
initiated
alkenes.
We
demonstrate
synthetic
utility
compatibility
method
across
various
functional
groups,
validated
scope
evaluation,
large‐scale
synthesis,
derivatization.
Our
findings
are
supported
control
experiments,
deuterium
labeling,
kinetic
studies,
cyclic
voltammetry,
Stern–Volmer
density
theory
(DFT)
calculations.
Language: Английский