Abstract
A
concise
and
practicable
route
to
the
synthesis
of
multisubstituted
2‐pyridones
via
a
four‐component
one‐pot
stepwise
cyclization
catalyzed
by
Cs
2
CO
3
has
been
developed.
During
this
transformation,
two
new
C‐C
bonds
C‐N
were
generated
through
an
intermolecular
condensation/aza‐Michael
reaction/intermolecular
Michael
addition/intramolecular
sequence.
The
alternative
protocol
offers
complementary
provide
series
structurally
diverse
polysubstituted
(21
examples)
in
good
excellent
yields
(52–81%)
from
easily
available
raw
materials
arylamines,
dialkyl
acetylenedicarboxylate,
1,3‐dicarbonyl
compounds,
trialkyl
orthoformate
under
mild
conditions.
It
might
opportunities
for
discovery
2‐pyridones‐containing
drugs.
Journal of the American Chemical Society,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 21, 2025
Thianthrenation
is
a
useful
strategy
for
the
late-stage
diversification
of
complex
small
molecules
owing
to
positional
selectivity
and
synthetic
versatility
thianthrenium
salts
as
electrophilic
linchpins.
However,
substrate-dependent
identification
suitable
reaction
conditions
thianthrenation
can
be
difficult.
Reported
functionalization
vary
significantly
and,
in
some
instances,
lack
robustness
practicality.
Herein,
we
report
generalized
approach
preparation
two
manifolds
practical,
robust,
parallel
salts.
Organic Letters,
Год журнала:
2024,
Номер
26(16), С. 3332 - 3337
Опубликована: Апрель 15, 2024
As
a
class
of
rising
electrophilic
coupling
reagents,
aryl–thianthreniums
(aryl-TTs)
have
been
gaining
immense
attention.
Herein,
novel
palladium-catalyzed
domino
annulation
aryl-TTs
with
anhydrides
is
proposed
to
rapidly
assemble
collection
highly
functionalized
fluorenones.
This
finding
presents
an
innovative
reaction
pattern
wherein
the
version
first
involved.
Heavily
compared
existing
conversions
aryl-TTs,
this
identified
process
successively
functions
as
four
aryl
C–H
bonds.
Organic Letters,
Год журнала:
2024,
Номер
26(37), С. 7949 - 7955
Опубликована: Сен. 11, 2024
A
novel
electron
donor-acceptor
(EDA)
complex/copper
catalysis
model
has
been
proposed
for
the
construction
of
2,3-diarylpropionitriles
under
visible
light
conditions.
The
developed
protocol
proceeds
via
intermolecular
charge
transfer
between
photoactive
EDA
complex
dibutamine
(DBA),
aryl
thianthrenium
salts,
and
trimethylsilyl
cyanide
(TMSCN),
followed
by
a
copper
catalytic
cycle.
UV-vis
absorption
measurements
confirm
participation
complexes
as
reactive
intermediates.
This
three-component
process
smoothly
in
presence
pharmaceutically
relevant
core
structures
sensitive
functional
groups,
which
offers
possibility
precise
editing
drug
molecules
with
important
scaffolds.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(13), С. 9672 - 9680
Опубликована: Июнь 13, 2024
A
three-component
reaction
of
1-(1H-indol-1-yl)isoquinolines
or
1-(pyridin-2-yl)-1H-indoles,
DABCO·(SO2)2,
and
thianthrenium
salts
under
synergistic
photoredox
palladium
catalysis
is
accomplished.
This
direct
C–H
bond
sulfonylation
indoles
with
the
insertion
sulfur
dioxide
mild
conditions
works
efficiently,
giving
rise
to
a
wide
range
2-sulfonated
in
moderate
good
yields
conditions.
In
this
protocol,
generality
aryl/alkyl
demonstrated
as
well.
radical
process
combined
proposed.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(17), С. 12668 - 12680
Опубликована: Авг. 9, 2024
Incorporating
a
sulfonyl
group
into
parent
molecules
has
been
shown
to
effectively
improve
their
synthetic
applications
and
bioactivities.
In
this
study,
we
present
straightforward
practical
approach
for
the
ring-opening
reaction
of
alkenyl–aryl
sulfonium
salts
with
sodium
sulfinates
produce
range
sulfur-containing
alkyl
sulfones.
This
method
offers
benefits
mild
conditions,
easily
accessible
raw
materials,
wide
substrate
applicability,
good
functional
compatibility,
operational
simplicity.
Importantly,
resulting
products
can
be
readily
converted
sulfoxides,
sulfones,
sulfoximines,
some
heterocyclic
compounds.
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
90(4), С. 1489 - 1500
Опубликована: Янв. 23, 2025
A
novel
and
efficient
method
for
the
intermolecular
hydroxysulfonylation
of
vinylarenes
using
sodium
sulfinates
has
been
achieved
through
aerobic
copper
catalysis.
This
transformation
proceeded
smoothly
with
green
air
as
terminal
oxidant
in
presence
Cu
(I)/1,10-phenanthroline
an
catalytic
system,
leading
to
array
β-hydroxysulfones
moderate
high
yields.
The
significant
advantages
this
protocol
are
mild
reaction
conditions,
readily
available
starting
materials,
good
functional-group
compatibility,
synthetic
convenience,
practicability.
Preliminary
mechanistic
investigation
suggested
that
process
should
undergo
a
cascade
radical
events
involving
initial
generation
sulfonyl
followed
by
addition
across
alkenes
subsequent
cross-coupling
air.
A
metal-free,
visible-light-induced
NHC-catalyzed
multiple-component
reaction
involving
aldehydes
and
aryl
thianthrenium
salts
for
the
carboacylation
of
alkenes
is
reported.
In
this
reaction,
NHC-activated
afforded
Breslow
intermediates,
which
reduced
generated
radicals.
The
resulting
radicals
underwent
radical
addition
reactions
to
yield
arylacylation
products,
in
presence
iodoalkane,
participated
halogen
atom
transfer
process
generate
alkyl
facilitate
olefin
alkylacylation.
