Decarboxylative Alkylation of Morita–Baylis–Hillman Acetates with Aliphatic Acids via Photochemical Iron-Mediated Ligand-to-Metal Charge Transfer
Dan Yang,
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Yu-Tong Mei,
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Ziyi Guo
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et al.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 28, 2025
Carboxylic
acids
are
bench-stable
and
readily
available
chemical
feedstocks
that
function
as
optimal
fundamental
synthetic
platforms
for
the
construction
of
C(sp3)–C(sp3)
bonds
via
decarboxylation
processes.
We
present
a
novel
practical
protocol
decarboxylative
alkylation
Morita–Baylis–Hillman
acetates
with
various
carboxylic
photoinduced
iron-mediated
ligand-to-metal
charge
transfer
(LMCT)
process
under
redox-neutral
conditions.
This
method
exhibits
remarkable
tolerance
to
wide
array
acids,
including
primary,
secondary,
tertiary
obviating
requirement
preactivated
radical
precursors.
The
preliminary
mechanistic
analyses
indicate
pathway
is
involved
in
this
catalytic
transformation.
Language: Английский
Visible-Light-Promoted Iron(II)/Lewis Base Catalysis for the Alkylation of Morita–Baylis–Hillman Acetates Using Carboxylic Acids
Durga Golagani,
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Kota Krishna Prakash,
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Satyam Thapa
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et al.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 1, 2024
A
novel
photoinduced
Fe(OTf)
Language: Английский
Strategically Engineered Ru(II) Complexes with Enhanced ROS Activity Enabling Potent Sonodynamic Effect against Multidrug-Resistant Biofilms
Yanling Wang,
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Lishi Luo,
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Tuotuo Zhang
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et al.
ACS Applied Materials & Interfaces,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Sept. 19, 2024
Sonodynamic
therapy
(SDT)
can
generate
reactive
oxygen
species
(ROS)
to
combat
multidrug-resistant
biofilms,
which
pose
significant
challenges
human
health.
As
the
key
producing
ROS
in
SDT,
design
of
sonosensitizers
with
optimal
molecular
structures
for
sufficient
generation
and
activity
complex
biofilm
matrix
is
essential.
In
this
study,
we
propose
a
π-expansion
strategy
synthesize
series
small-molecule
metal
Ru(II)
complexes
(
Language: Английский
Synthesis of Alkyl Bis(trifluoromethyl)carbinols via Fe-LMCT-Enabled Hydrobis(trifluoromethyl)carbinolation of Alkenes
Huaixuan Guo,
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Wing‐Yan Lai,
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Jie Ni
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et al.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 30, 2024
Bis(trifluoromethyl)carbinols
are
valuable
pharmacophores,
yet
their
synthesis
is
challenging,
largely
due
to
a
scarcity
of
safe
and
effective
bis(trifluoromethyl)carbinolation
reagents.
Here,
we
realized
the
hydrobis(trifluoromethyl)carbinolation
alkenes,
utilizing
stable
readily
accessible
2,2-bis(trifluoromethyl)glycolic
acid
as
source
both
bis(trifluoromethyl)carbinol
unit
hydrogen
atom.
This
process
leverages
photoinduced
Fe-LMCT-enabled
radical
decarboxylation
that
generates
key
intermediate.
Our
mild
protocol
facilitates
diverse
range
alkyl
bis(trifluoromethyl)carbinols,
including
structurally
complex
molecules
with
pharmaceutical
relevance.
Language: Английский
Visible-Light Induced and Iron Peroxo-Promoted Radical Difunctionalization of Alkene for the Synthesis of β-Ketosulfone and α-Chloroketone
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 26, 2024
In
this
work,
a
switchable
synthesis
of
β-ketosulfone
and
α-chloroketone
through
radical
difunctionalization
alkenes
is
reported.
The
transformation
works
well
under
iron
peroxo
species/photoredox
dual
catalysis
an
open-flask
atmosphere,
the
reaction
highlighted
with
good
yields
broad
scope.
Mechanism
studies
show
that
initiated
by
formal
[4
+
2]
cyclization
sulfonyl
in
regioselective
manner.
Language: Английский