Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(45), P. 9021 - 9028
Published: Jan. 1, 2023
A
three-component
reaction
of
cyclobutanone
oxime
esters,
DABCO·(SO2)2
and
N-alkyl-N-methacryloyl
benzamides
is
described.
This
proceeds
without
the
addition
any
oxidant
or
transition
metal,
affording
sulfonyl-containing
isoquinoline-1,3-(2H,4H)-diones
in
moderate
to
good
yields.
Various
functional
groups
are
tolerated
well
this
transformation.
Mechanistic
studies
suggest
that
a
radical
pathway
involved,
including
β-scission,
sulfur
dioxide
insertion,
intramolecular
cyclization
processes.
Chemical Reviews,
Journal Year:
2023,
Volume and Issue:
123(24), P. 14038 - 14083
Published: Nov. 2, 2023
Incorporating
sulfur
(S)
atoms
into
polymer
main
chains
endows
these
materials
with
many
attractive
features,
including
a
high
refractive
index,
mechanical
properties,
electrochemical
and
adhesive
ability
to
heavy
metal
ions.
The
copolymerization
involving
S-containing
monomers
constitutes
facile
method
for
effectively
constructing
polymers
diverse
structures,
readily
tunable
sequences,
topological
structures.
In
this
review,
we
describe
the
recent
advances
in
synthesis
of
via
or
multicomponent
polymerization
techniques
concerning
variety
monomers,
such
as
dithiols,
carbon
disulfide,
carbonyl
sulfide,
cyclic
thioanhydrides,
episulfides
elemental
(S8).
Particularly,
significant
focus
is
paid
precise
control
main-chain
sequence,
stereochemistry,
structure
achieving
high-value
applications.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(9), P. 1845 - 1850
Published: Feb. 26, 2024
The
difunctionalization
of
alkenes
using
aryl
thianthrenium
salts
as
the
sources
has
been
reported
sporadically.
However,
four-component
on
basis
not
thus
far
and
still
remains
a
challenge.
Herein,
visible
light/copper
catalysis-enabled
reaction
salts,
DABCO·(SO
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(15), P. 11161 - 11172
Published: July 25, 2023
Sulfones
are
widely
found
in
natural
products
and
drug
molecules.
Here,
we
disclose
a
strategy
for
direct
synthesis
of
sulfone
compounds
with
diverse
structures
by
visible-light-catalyzed
radical-radical
cross-coupling
sulfonyl
chlorides
trifluoroborate
salts.
Allyl,
benzyl,
vinyl,
aryl
trifluoroborates
can
be
successfully
cross-coupled
(hetero)aryl
alkyl
chlorides,
respectively.
This
features
redox
neutrality,
good
substrate
generality,
simple
operation,
benign
reaction
conditions.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(44), P. 8043 - 8047
Published: Oct. 30, 2023
Hydrosulfonylation
of
alkenes
with
readily
available
aromatic
iodides
via
a
SO2-insetion
strategy
is
presented.
The
combination
non-noble
Ni
catalysis
(iPr)3SiH
as
the
final
reductant
enables
efficient
formation
aryl
and
heteroaryl
sulfinate
intermediates,
which
undergo
Michael-type
additions
to
electron-deficient
for
initiating
hydrosulfonylation
process.
Moreover,
superiority
this
protocol
demonstrated
by
broad
substrate
scope
good
functional
group
compatibility.
Nature Communications,
Journal Year:
2025,
Volume and Issue:
16(1)
Published: Jan. 2, 2025
Unsymmetric
disulfides
are
prevalent
in
natural
products
and
essential
medicinal
chemistry
materials
science,
but
their
robust
synthesis
poses
significant
challenges.
In
this
paper,
we
report
an
expeditous
transition-metal-free
methodology
for
synthesizing
unsymmetric
through
the
addition
of
perthiyl
radicals
to
alkenes.
This
study
marks
use
generating
by
reacting
SO2
with
unactivated
alkyl
(pseudo)halides
(Cl/Br/I/OTs).
Various
primary,
secondary
tertiary
substituted
different
functional
groups
successfully
function
as
suitable
reactants.
The
formation
involvement
reaction
process
verified
mechanistic
studies
DFT
calculations.
Overall,
method
leverages
readily
available
electrophiles
alkenes
alongside
a
single
setup
efficiently
form
both
carbon-sulfur
sulfur-sulfur
bonds
simultaneously.
Here,
authors
novel
transition-metalfree
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 9, 2025
Sulfone
motifs
play
important
roles
in
bioactive
compounds
and
functional
materials.
The
development
of
efficient
methodologies
for
constructing
sulfonyl-containing
has
thus
attracted
considerable
attention.
Here,
we
introduce
a
protocol
the
preparation
alkyl
aryl
sulfones
under
mild
conditions.
This
employs
β-thioamide
sulfone
as
novel
motif
donor.
It
forms
sulfinates
situ
basic
conditions,
which
then
undergo
cross-coupling
with
intermediates
that
were
generated
from
ligand-free
copper-catalyzed
cyclopropenes
(CPEs)
ring
opening.
Synlett,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 4, 2025
Abstract
A
catalyst-free,
three-component
dearomatization
of
phenols
with
aryldiazonium
tetrafluoroborates
and
DABCO·(SO2)2
has
been
developed
for
the
synthesis
4-(arylsulfonyl)cyclohex-2,5-dien-1-one
scaffolds.
This
method
offers
mild
reaction
conditions
high
step
efficiency,
providing
a
green
efficient
strategy
phenols.
Mechanistic
studies
indicated
that
this
transformation
relies
on
tandem
radical
sulfur
dioxide
insertion
process.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 16, 2025
A
photocatalytic
radical
sulfonarylation
of
N-arylacrylamides
via
a
three-component
cascade
cyclopropyl
alcohol
ring
opening/sulfur
dioxide
insertion/sulfonyl
addition/cyclization
sequence
has
been
developed.
This
method
employs
alcohols
as
the
precursors
β-carbonyl
alkyl
radicals
and
Na2S2O5
cheap
source
sulfur
dioxide.
By
using
this
procedure,
wide
variety
γ-keto-sulfone-substituted
oxindoles
were
facilely
synthesized.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(11), P. 7656 - 7661
Published: May 15, 2024
A
visible-light-triggered
ring
opening/in
situ
SO2-capture/alkynylation
sequence
of
cyclopropyl
alcohols
with
alkynyl
triflones
using
4CzIPN
as
a
triplet
energy
transfer
photocatalyst
is
herein
described.
This
metal-free
protocol
provides
straightforward
and
atom-economical
approach
to
alkynyl-substituted
γ-keto
sulfones
broad
scope
substituents.
In
this
transformation,
could
be
used
both
radical
acceptors
SO2
donors.
Preliminary
experimental
mechanistic
studies
synthetic
utility
are
also
demonstrated.
