Organic Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 27, 2024
We
present
an
iron-photocatalyzed
decarboxylative
alkylation
strategy
involving
carboxylic
acids
and
Morita–Baylis–Hillman
(MBH)
acetates
to
synthesize
E-type
tri-
tetrasubstituted
alkenes
with
moderate
excellent
stereoselectivity
(E/Z
ratio
up
>19:1).
This
method
is
applicable
a
broad
range
of
structurally
diverse
primary,
secondary,
tertiary
alkyl
acids,
as
well
complex
pharmaceutical
natural
achieving
efficient
various
MBH
under
mild
conditions
(>60
examples,
yields
96%).
approach
offers
powerful
for
streamlined
alkylation.
Journal of the American Chemical Society,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 27, 2025
A
general
streamlined
strategy
for
the
enantioselective
total
syntheses
of
schizozygane
family
natural
products
and
related
alkaloid
vallesamidine
is
described.
Specifically,
a
catalytic
enantioconvergent
cross-coupling
sets
quaternary
stereogenic
center
in
pluripotent
intermediate
adorned
with
an
olefin
three
orthogonal
carboxylate
groups,
upon
which
modularity
synthesis
relies.
late-stage
oxidative
lactamization
alkyne
instrumental
first-generation
alkaloids.
In
second-generation
approach,
novel
application
van
Leusen
reaction
generation
lactams
pivotal
to
accessing
alkaloids
from
common
intermediate.
The
strategies
outlined
here
are
expected
enable
detailed
biological
investigations
as
well
facilitate
access
provide
solutions
modification
bioactive
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
63(32)
Published: May 13, 2024
Abstract
We
report
an
iron‐catalyzed
decarboxylative
C(sp
3
)−O
bond‐forming
reaction
under
mild,
base‐free
conditions
with
visible
light
irradiation.
The
transformation
uses
readily
available
and
structurally
diverse
carboxylic
acids,
iron
photocatalyst,
2,2,6,6‐tetramethylpiperidine
1‐oxyl
(TEMPO)
derivatives
as
oxygenation
reagents.
process
exhibits
a
broad
scope
in
acids
possessing
wide
range
of
stereoelectronic
properties
functional
groups.
developed
was
applied
to
late‐stage
series
bio‐active
molecules.
leverages
the
ability
complexes
generate
carbon‐centered
radicals
directly
from
by
photoinduced
carboxylate‐to‐iron
charge
transfer.
Kinetic,
electrochemical,
EPR,
UV/Vis,
HRMS,
DFT
studies
revealed
that
TEMPO
has
triple
role
reaction:
reagent,
oxidant
turn
over
Fe‐catalyst,
internal
base
for
acid
deprotonation.
obtained
adducts
represent
versatile
synthetic
intermediates
were
further
engaged
C−C
C‐heteroatom
reactions
using
commercial
organo‐photocatalysts
nucleophilic
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(72), P. 9645 - 9658
Published: Jan. 1, 2024
This
highlight
article
summarizes
the
complete
development
of
photodecarboxylative
functionalization
free
carboxylic
acids
via
a
concerted
single
electron
transfer
(SET)
or
energy
(ET)
pathways.
Bulletin of the Korean Chemical Society,
Journal Year:
2024,
Volume and Issue:
45(9), P. 738 - 758
Published: Sept. 1, 2024
Abstract
Halogenation
is
one
of
the
most
important
transformations
in
organic
synthesis.
Halogenated
compounds
are
employed
many
reactions
to
prepare
useful
molecules.
Many
methods
have
been
developed
introduce
halogens
into
different
compounds.
Visible
light‐mediated
efficient,
low‐toxic,
and
mild‐condition
applied
for
various
chemistry
transformations.
Remarkably,
there
has
an
increasing
development
application
visible
light‐induced
halogenation
recent
years.
Herein,
we
present
a
comprehensive
summary
including
chlorination,
bromination,
iodination
under
light
irradiation
since
2020.
ACS Chemical Neuroscience,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 29, 2025
As
the
main
inhibitory
neurotransmission
system,
GABAergic
system
poses
an
interesting
yet
underutilized
target
for
molecular
brain
imaging.
While
PET
imaging
of
postsynaptic
neurons
has
been
accomplished
using
radiolabeled
benzodiazepines
targeting
GABAA
receptor,
development
presynaptic
radioligands
GABA
transporter
1
(GAT1)
unsuccessful
thus
far.
Therefore,
we
developed
a
novel
GAT1-addressing
radioligand
and
investigated
its
applicability
as
tracer
in
rodents.
We
selected
lipophilic
nipecotic
acid
scaffold
that
is
known
to
bind
selectively
GAT1
basis
our
radioligand.
To
obtain
desired
candidate
radiotracer
[18F]4,
ester-protected
[18F]11a-b
were
synthesized
through
aliphatic
nucleophilic
radiofluorination
respective
bromo-precursors,
after
which
chemical
deprotection
was
attempted
various
conditions.
Because
these
deprotections
unsuccessful,
it
evaluated
whether
ethyl
ester
[18F]11a
could
function
prodrug
afford
active
[18F]4
vivo
hydrolysis
by
esterases.
Unfortunately,
studies
rat
model
showed
no
uptake
radiotracer.
Instead,
significant
radioactivity
observed
liver
bones,
latter
being
caused
radiodefluorination
tracer.
Since
this
study
found
be
unstable,
further
efforts
should
investigate
more
stable
without
potential
labile
benzyl
fluoride
moiety.
Moreover,
still
intact
fraction
did
not
cross
BBB,
options
other
than
approach
considered
increase
BBB
permeability
future
radioligands.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 3, 2025
A
substrate-regulated
divergent
addition
of
N-sulfonyl
ketimines
to
bicyclo[1.1.0]butanes
(BCBs)
was
developed
using
a
photoinduced
energy
transfer
strategy.
The
[2π+2σ]
cycloaddition
BCBs
with
saccharin-derived
cyclic
yields
benzosultam-fused
aza-BCHs
good
and
excellent
diastereoselectivity.
In
contrast,
reactions
chain
produce
1,3-fully
substituted
cyclobutanes
via
energy-transfer-induced
N-S
bond
homolysis.
ease
large-scale
synthesis
derivatizations
products
highlight
their
application
potentials.
Angewandte Chemie,
Journal Year:
2024,
Volume and Issue:
136(32)
Published: May 13, 2024
Abstract
We
report
an
iron‐catalyzed
decarboxylative
C(sp
3
)−O
bond‐forming
reaction
under
mild,
base‐free
conditions
with
visible
light
irradiation.
The
transformation
uses
readily
available
and
structurally
diverse
carboxylic
acids,
iron
photocatalyst,
2,2,6,6‐tetramethylpiperidine
1‐oxyl
(TEMPO)
derivatives
as
oxygenation
reagents.
process
exhibits
a
broad
scope
in
acids
possessing
wide
range
of
stereoelectronic
properties
functional
groups.
developed
was
applied
to
late‐stage
series
bio‐active
molecules.
leverages
the
ability
complexes
generate
carbon‐centered
radicals
directly
from
by
photoinduced
carboxylate‐to‐iron
charge
transfer.
Kinetic,
electrochemical,
EPR,
UV/Vis,
HRMS,
DFT
studies
revealed
that
TEMPO
has
triple
role
reaction:
reagent,
oxidant
turn
over
Fe‐catalyst,
internal
base
for
acid
deprotonation.
obtained
adducts
represent
versatile
synthetic
intermediates
were
further
engaged
C−C
C‐heteroatom
reactions
using
commercial
organo‐photocatalysts
nucleophilic
