Visible-Light-Induced C–H Cyanoalkylation of Azauracils with Cycloketone Oxime Esters via Catalytic EDA Complex
Xiaolong Huang,
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Dong‐Liang Zhang,
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Qing Li
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et al.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(18), P. 3727 - 3732
Published: April 28, 2024
Photoexcitation
electron
donor-acceptor
(EDA)
complexes
provide
an
effective
approach
to
produce
radicals
under
mild
conditions,
while
the
catalytic
version
of
EDA
complex
photoactivation
remains
scarce.
Herein,
we
report
a
visible-light-induced
organophotocatalytic
pathway
for
cyanoalkylation
azauracils
using
inexpensive
and
readily
available
1,4-diazabicyclo[2.2.2]octane
(DABCO)
as
donor.
This
synthetic
method
exhibits
exceptional
compatibility
with
various
functional
groups
presents
34
examples
in
high
yields.
The
efficient
offers
environmentally
friendly
sustainable
route
toward
enhancing
structural
diversity
azauracils.
Language: Английский
Titanium in photocatalytic organic transformations: current applications and future developments
Organic & Biomolecular Chemistry,
Journal Year:
2024,
Volume and Issue:
22(33), P. 6650 - 6664
Published: Jan. 1, 2024
Titanium,
as
an
important
transition
metal,
has
garnered
extensive
attention
in
both
industry
and
academia
due
to
its
excellent
mechanical
properties,
corrosion
resistance,
unique
reactivity
organic
synthesis.
In
the
field
of
photocatalysis,
titanium-based
compounds
such
titanium
dioxide
(TiO
Language: Английский
Visible-Light-Catalyzed Fast Synthesis of 1,4-Benzoxazepine Derivatives from 2-Alkoxyarylaldehydes and N-Arylglycines
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 3, 2025
A
novel
photocatalytic
method
for
the
synthesis
of
1,4-benzoxazepine
using
2-alkoxyarylaldehyde
as
an
oxygen
source
and
N-arylglycine
a
nitrogen
has
been
reported.
This
is
mild,
efficient,
fast,
corresponding
reaction
can
be
completed
within
2
h
at
room
temperature
under
atmosphere
light-irradiation
conditions.
Mechanistic
studies
have
confirmed
that
this
scheme
involves
decarboxylation
cyclization
provides
convenient
pathway
preparation
various
2-alkyl-N-phenyl-substituted
1,4-benzoxazepine.
Language: Английский
Visible Light-Induced C–H Alkylation of Azauracils with N-Hydroxyphthalimide Esters via Catalytic EDA Complex
Zhiqiang Zhu,
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Wenyi Zhang,
No information about this author
Xiao‐Long Huang
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et al.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 13, 2025
Herein,
we
report
sodium
iodide
(NaI)-catalyzed
decarboxylative
C–H
alkylation
of
azauracils
with
N-hydroxyphthalimide
(NHPI)
esters
facilitated
by
visible
light
activation
catalytic
electron
donor–acceptor
(EDA)
complexes.
Control
experiments
and
density
functional
theory
calculations
suggest
that
the
coupling
reaction
proceeds
via
a
transiently
assembled
EDA
complex
between
NHPI
ester
NaI
in
N,N-dimethylacetamide
solvent.
This
synthetic
method
efficiently
applies
to
primary,
secondary,
tertiary
under
mild,
photocatalyst-free,
redox-neutral
conditions,
achieving
high
yields
desired
alkylated
azauracils.
Language: Английский
Organophotocatalytic Three‐Component Assembly of C4‐Cyanoalkylated Phthalazin‐1(2H)‐Ones
Poornima Mishra,
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Ruchir Kant,
No information about this author
Namrata Rastogi
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et al.
Chemistry - An Asian Journal,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 14, 2025
Abstract
The
present
work
documents
construction
of
C4‐cyanoalkylated
phthalazinones
under
visible
light‐mediated
conditions.
three‐component
reaction
involving
aryl
hydrazines,
2‐formylbenzoic
acids
and
cyclobutanone
oxime
esters
with
organic
dye
Eosin
Y
as
photocatalyst,
features
initial
formation
subsequent
cyanoalkylation
phthalazin‐1(2H)‐one
in
one
pot.
is
notable
for
mild
conditions,
operational
simplicity,
wide
substrate
scope
good
yields
the
products.
phthalazinone
products
were
further
converted
into
other
valuable
derivatives.
Language: Английский
Photocatalytic synthesis of dual acylmethylation derivates of indole[2,1-a]isoquinolinones via tandem cyclization/C3 acyl methylation
Molecular Catalysis,
Journal Year:
2025,
Volume and Issue:
580, P. 115058 - 115058
Published: April 15, 2025
Language: Английский
Visible-Light-Induced 4CzIPN-Catalyzed Alkylamination of Alkenes via Cyclobutanone Oxime Esters and Anilines
Jianghong Liu,
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Zeyu Tian,
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Zhen-Ye Wu
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et al.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 22, 2025
We
disclosed
an
organophotoredox-catalyzed
three-component
oxidative
radical-polar
crossover
strategy
for
constructing
1,2-alkylamination
products.
Cycloketone
oxime
derivatives
were
used
as
cyanoalkyl
radical
precursors
and
anilines
the
nucleophiles.
This
facile
protocol
shows
a
good
reaction
yield
broad
substrate
scope.
Language: Английский
A General Electron Donor‐Acceptor Photoactivation Using Oxime Esters Enabled Divergent Thioetherifications†
Maojian Lu,
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Liang‐Liang Jiang,
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Yueming Xu
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et al.
Chinese Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
42(22), P. 2751 - 2756
Published: July 12, 2024
Comprehensive
Summary
The
EDA
complex‐mediated
reactions
involving
oxime
esters
have
been
few
studied.
Herein,
an
complex
formed
by
thiophenolate
anion
and
ester
is
reported
for
photoinduced
divergent
synthesis
of
thioethers,
depending
on
different
types
esters.
Operational
simplicity,
mild
reaction
conditions,
flexible
options
leaving
group
demonstrate
the
generality
synthetic
utility
this
approach.
Such
approach
can
also
enable
interesting
thiol‐catalysis
phenanthridines.
Language: Английский
Visible-Light-Induced alkyl-arylation of olefins via a Halogen-Atom Transfer Process
Ren Juan,
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Xiao‐Feng Xia
No information about this author
Organic & Biomolecular Chemistry,
Journal Year:
2024,
Volume and Issue:
22(31), P. 6370 - 6375
Published: Jan. 1, 2024
Visible-light-induced
three-component
1,2-alkyl-arylation
of
alkenes
and
alkyl
radical
addition/cyclization
acrylamides
have
been
realized
using
a
photocatalytic
halogen-atom
transfer
(XAT)
strategy.
Language: Английский
Electron Donor-Acceptor Complex Enabled Photocascade Strategy for Synthesis of trans-Dihydrofuro[3,2-c]chromen-4-one Scaffolds via Radical Conjugate Addition of Pyridinium Ylide
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Jan. 1, 2024
A
photocascade
strategy
is
disclosed
for
the
synthesis
of
trans
-dihydrofurocoumarin
utilising
EDA
complex
followed
by
1,4-radical
conjugate
addition
pyridinium
ylide.
Language: Английский