The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(20), С. 15225 - 15233
Опубликована: Окт. 8, 2024
A
novel
and
environmentally
friendly
photocatalytic
strategy
is
presented
for
generating
acyl
radicals
from
benzoylformic
acids,
which
are
subsequently
trapped
by
various
sulfone-based
SOMOphiles.
This
provides
a
robust
toolkit
to
access
variety
of
synthetically
important
functionalized
aryl-ketone
derivatives,
efficiently
directly
construct
acyl–S,
acyl–Se,
acyl–C,
acyl–N
bonds.
The
broad
substrate
scope,
excellent
functional
group
compatibility,
mild
reaction
conditions
make
this
protocol
practical
attractive.
Frontiers in Chemistry,
Год журнала:
2024,
Номер
12
Опубликована: Фев. 19, 2024
This
comprehensive
review,
covering
2021-2023,
explores
the
multifaceted
chemical
and
pharmacological
potential
of
coumarins,
emphasizing
their
significance
as
versatile
natural
derivatives
in
medicinal
chemistry.
The
synthesis
functionalization
coumarins
have
advanced
with
innovative
strategies.
enabled
incorporation
diverse
functional
fragments
or
construction
supplementary
cyclic
architectures,
thereby
biological
physico-chemical
properties
compounds
obtained
were
enhanced.
unique
structure
coumarine
facilitates
binding
to
various
targets
through
hydrophobic
interactions
pi-stacking,
hydrogen
bonding,
dipole-dipole
interactions.
Therefore,
this
important
scaffold
exhibits
promising
applications
uncountable
fields
chemistry
(e.g.,
neurodegenerative
diseases,
cancer,
inflammation).
Chemical Communications,
Год журнала:
2024,
Номер
60(62), С. 8107 - 8110
Опубликована: Янв. 1, 2024
A
visible-light-induced
directed
decarboxylative
disulfuration
of
α-keto
acids
and
oxamic
was
developed.
As
a
result,
series
versatile
mono
acyl
disulfide
derivatives
synthesized
under
mild
sustainable
reaction
conditions.
This
protocol
has
broad
substrate
scope,
good
functional-group
tolerance,
excellent
synthetic
applications.
Organic Letters,
Год журнала:
2024,
Номер
26(3), С. 647 - 652
Опубликована: Янв. 12, 2024
The
development
of
a
three-component
cine,ipso-disubstitution
nitrocoumarins
is
reported.
reaction
leverages
the
electrophilicity
nitrocoumarins,
nucleophilicity
nitronates,
and
leaving
group
ability
nitrite
(NO2–)
to
yield
complex
polyfunctionalized
biaryls
that
often
display
stable
axial
chirality.
Organic Letters,
Год журнала:
2024,
Номер
26(7), С. 1416 - 1420
Опубликована: Фев. 8, 2024
Despite
the
notable
advancements
made
over
past
decade
in
achieving
carbon–carbon
bonds
by
transition-metal-catalyzed
cross-coupling
processes,
metal-free
reactions
for
hydroacylation
of
aromatic
alkynes
via
C(sp3)–H
functionalization
are
still
rare
and
highly
desired.
Here
we
report
a
reliable
approach
synthesis
α,β-unsaturated
ketones
(chalcones)
using
MeCN:H2O
as
green
solvent,
Eosin
Y
organic
photocatalyst,
ambient
air
oxidant.
More
significantly,
this
strategy
can
effectively
transform
variety
methyl
arenes
into
desired
product.
With
high
atom
efficiency,
use
solvents,
nature,
environmental
friendliness,
visible
light
renewable
energy
source,
method
is
compatible
with
biologically
active
molecules.
Asian Journal of Organic Chemistry,
Год журнала:
2023,
Номер
13(1)
Опубликована: Ноя. 22, 2023
Abstract
Without
an
additional
activator,
the
visible‐light‐catalyzed
denitroalkylation
of
β
‐nitrostyrenes
and
alkyl
boronic
acids
is
reported.
The
efficient
coupling
cyclic
secondary
with
various
aryl
nitroolefins
realized,
which
gives
olefins
in
47–87
%
yields.
A
possible
mechanism
involving
fact
that
nitrite
released
from
‐nitrostyrene
upon
irradiation
further
activates
to
generate
radicals
proposed
based
on
control
experiments
a
literature
survey.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(11), С. 8084 - 8098
Опубликована: Май 29, 2024
A
facile
and
novel
synthetic
method
for
the
synthesis
of
functionalized
polycyclic
coumarins
at
C-4
C-5
positions
is
proposed
first
time,
which
employs
copper-catalyzed
addition
reactions
undiscovered
alkenes
with
difluoromethyl
radicals
to
construct
coumarins.
This
strategy
characterized
by
high
regioselectivity,
easy
availability
raw
materials,
simple
operation.
Additionally,
such
coumarin
can
be
reacted
a
variety
precursors
obtain
wide
range
valuable
position
functionalized/difluoromethylated
More
importantly,
some
products
showed
significant
inhibition
proliferation
in
vitro
against
melanoma
B16-F10
lung
cancer
A549
cell
lines
optimal
IC
Synthetic Communications,
Год журнала:
2024,
Номер
54(18), С. 1579 - 1588
Опубликована: Авг. 27, 2024
Substrate-controlled
divergent
reactions
of
between
salicylaldehydes
and
acrylates
have
been
developed.
By
using
methyl
acrylate
as
the
substrate
with
salicylaldehydes,
a
domino
reaction
was
established,
delivering
coumarins
good
yield
(up
to
81%
yields)
high
chemoselectivity
under
mild
conditions.
Whereas
changed
tert-butyl
or
iso-propyl
acrylate,
classical
Morita
−
Baylis
Hillman
adducts
were
produced
in
yields
75%
near
exclusivity
otherwise
identical
conditions,
without
any
other
competitive
products.
Additionally,
synthetic
utility
present
methodology
further
demonstrated
by
transformation.
The
structure
typical
product
unambiguously
established
single
crystal
X-ray
diffraction
analysis.
