Multimodal Acridine Photocatalysis Enables Direct Access to Thiols from Carboxylic Acids and Elemental Sulfur
Arka Porey,
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Seth O. Fremin,
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Sachchida Nand
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et al.
ACS Catalysis,
Journal Year:
2024,
Volume and Issue:
14(9), P. 6973 - 6980
Published: April 19, 2024
Development
of
photocatalytic
systems
that
facilitate
mechanistically
divergent
steps
in
complex
catalytic
manifolds
by
distinct
activation
modes
can
enable
previously
inaccessible
synthetic
transformations.
However,
multimodal
remain
understudied,
impeding
their
implementation
methodology.
We
report
herein
a
access
to
thiols
directly
merges
the
structural
diversity
carboxylic
acids
with
ready
availability
elemental
sulfur
without
substrate
preactivation.
The
transformation
provides
direct
radical-mediated
segue
one
most
biologically
important
and
synthetically
versatile
organosulfur
functionalities,
whose
accessibility
remains
largely
dominated
two-electron-mediated
processes
based
on
toxic
uneconomical
reagents
precursors.
two-phase
radical
process
is
facilitated
reactivity
acridine
photocatalysis
enables
both
singlet
excited
state
PCET-mediated
decarboxylative
carbon–sulfur
bond
formation
unknown
reductive
disulfur
cleavage
photoinduced
hydrogen
atom
transfer
silane–triplet
system.
study
points
significant
potential
providing
unexplored
directions
Language: Английский
Dual Acridine/Decatungstate Photocatalysis for the Decarboxylative Radical Addition of Carboxylic Acids to Azomethines
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(15), P. 3174 - 3178
Published: April 8, 2024
A
concept
for
the
dual
use
of
acridine
and
tetrabutylammonium
decatungstate
photocatalysts
in
reactions
carboxylic
acids
is
proposed.
Imines
generated
situ
from
aldehydes
p-methoxyaniline,
as
well
other
azomethines,
were
used
radical
acceptors.
The
role
believed
to
facilitate
turnover
photocatalyst
by
means
hydrogen
atom
transfer.
Language: Английский
Acridine photocatalysis enables tricomponent direct decarboxylative amine construction
Xianwei Sui,
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Hang T. Dang,
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Arka Porey
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et al.
Chemical Science,
Journal Year:
2024,
Volume and Issue:
15(25), P. 9582 - 9590
Published: Jan. 1, 2024
Diverse
amines
and
amino
acids
are
now
readily
accessed
from
carboxylic
acids,
aldehydes,
amine
precursors
in
a
direct
decarboxylative
reaction
enabled
by
homogeneous
triple
catalytic
system
based
on
acridine
photocatalysis.
Language: Английский
ESI‐MS‐Visualization of Cyanoarene Photocatalysts by Specific Supramolecular Interaction with Br‐Anion
Chemistry - Methods,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 7, 2025
Abstract
Isophthalonitrile
derivatives
(IPNs)
have
emerged
as
promising
organic
photocatalysts
due
to
their
efficiency
and
accessibility;
however,
inherent
lability
under
light‐induced
conditions
poses
significant
challenges
in
monitoring
transformation
pathways.
Understanding
these
pathways
is
crucial
for
optimizing
photocatalytic
processes
enhancing
reaction
efficiency.
In
this
study,
we
present
a
novel
approach
utilizing
electrospray
ionization
mass
spectrometry
(ESI‐MS)
visualize
cyanoarene
by
taking
advantage
of
specific
supramolecular
interaction
with
bromide
anions.
Our
findings
reveal
that
ions
facilitate
the
detection
IPNs
products
high
sensitivity
selectivity,
even
complex
environments.
The
predominantly
occurs
gas
phase,
minimizing
interference
solution‐based
transformations.
developed
anion‐enhanced
(AED‐ESI‐MS)
not
only
provides
real‐time
insights
into
photocatalyst
behavior
but
also
opens
new
possibilities
detailed
mechanistic
investigation
light‐driven
reactions.
proposed
AED‐ESI‐MS
using
other
anions
may
offer
broad
applicability
be
worth
studying
further
across
various
systems.
Language: Английский
Site-Selective Decarbonylative [4+2] Annulation of Carboxylic Acids with Terminal Alkynes by C–C/C–H Activation Strategy and Cluster Catalysis
Mengjie Cen,
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Xinyue Ma,
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Xi Yang
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et al.
Chemical Science,
Journal Year:
2024,
Volume and Issue:
15(48), P. 20346 - 20354
Published: Jan. 1, 2024
A
highly
site-selective
decarbonylative
[4
+
2]
cyclization
of
carboxylic
acids
with
terminal
alkynes
forming
naphthalenes
is
enabled
by
palladium
cluster
catalysis.
Language: Английский
Visible light-driven decarboxylative alkylation of azomethine imines with carboxylic acids
Mendeleev Communications,
Journal Year:
2024,
Volume and Issue:
34(5), P. 673 - 675
Published: Sept. 1, 2024
Language: Английский
Visible-light Induced Decarboxylative Coupling of Phenoxyacetic Acid with Disulfides: Synthesis of α-Arylthioanisole Derivatives
Ning Li,
No information about this author
Zhao-Nian Peng,
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Run Xiong
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et al.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Jan. 1, 2024
Photoredox-catalyzed
cross-coupling
reaction
is
an
efficient
strategy
for
the
construction
of
organic
molecules.
Language: Английский
Synthesis of benzosultams via Ag(I)-catalyzed alkylative cyclization of vinyl sulfonamides
Raju Dupud,
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Karthik Kumar Merugu,
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R Remyachand
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et al.
Organic & Biomolecular Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Jan. 1, 2024
A
simple
methodology
for
the
synthesis
of
benzo-fused-γ-sultams
via
decarboxylative
alkylation
and
cyclization
vinyl
sulfonamides
is
described.
Carboxylic
acids
with
diverse
structural
features
were
employed
as
alkyl
sources
in
this
method.
Language: Английский