Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(4), P. 555 - 567
Published: Jan. 18, 2023
Abstract
A
direct,
visible‐light‐mediated,
radical‐cascade
addition/sulfonylation/cyclization
reaction
with
DABCO
⋅
(SO
2
)
and
thianthrenium
salts
is
reported
herein.
This
protocol
provides
operationally‐convenient
access
to
various
sulfonated
functionalized
indole
[2,1‐a]
isoquinolines
under
mild
conditions.
transformation
features
high
functional‐group
tolerance,
operational
ease,
broad
substrate
scope.
Preliminary
studies
reveal
that
the
method
undergoes
a
radical
pathway.
magnified
image
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(6), P. 1678 - 1684
Published: Jan. 1, 2024
This
method
allows
for
the
enantioselective
synthesis
of
β-azide
sulfones
via
iron-catalyzed
vicinal
azide-sulfonylation
acrylamides.
It
makes
first
instance
achieving
asymmetric
construction
through
iron
catalysis
with
SO
2
insertion.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(7), P. 4877 - 4887
Published: March 8, 2024
General
and
convenient
visible-light-promoted
alkylsulfonylation
cyanoalkylsulfonylation
of
MBH
adducts
have
been
developed
through
the
multicomponent
insertion
sulfur
dioxide,
enabling
assembly
two
C–S
bonds
to
generate
structurally
diverse
allylic
alkylsulfones
(43
examples
in
total).
The
reaction
with
potassium
alkyltrifluoroborates
1,4-diazabicyclo[2.2.2]octane
bis(sulfur
dioxide)
adduct
afforded
sulfones
generally
good
yields.
Notably,
addition
N,N,N′,N′-tetramethylethylenediamine
as
a
base
into
photocatalytic
system
led
yielding
an
alkyl
sulfonyl
unit
cyano
group-anchored
trisubstituted
alkenes
by
utilizing
cycloketone
oxime
esters
C-radical
precursors.
Both
these
reactions
constructed
bonds,
all
desired
products
were
obtained
moderate
excellent
yields
complete
stereospecificity.
Organic Chemistry Frontiers,
Journal Year:
2022,
Volume and Issue:
10(4), P. 866 - 871
Published: Dec. 21, 2022
Synthesis
of
β-azido
alkylsulfones
through
a
photoredox-catalyzed
azido
sulfonylation
alkenes
with
DABCO·(SO
2
)
,
trimethylsilyl
azide
and
alkyl
thianthrenium
salts
is
developed.
Organic Chemistry Frontiers,
Journal Year:
2022,
Volume and Issue:
10(1), P. 92 - 98
Published: Nov. 11, 2022
Synthesis
of
sulfonyl-containing
axially
chiral
styrenes
through
a
catalytic
asymmetric
reaction
4-substituted
Hantzsch
esters,
sodium
hydrogen
sulfite
and
1-(arylethynyl)naphthalen-2-ols
is
reported.
Organic Letters,
Journal Year:
2022,
Volume and Issue:
25(1), P. 304 - 308
Published: Dec. 30, 2022
A
three-component
reaction
of
alkenyl-tethered
oxime
ethers,
sodium
metabisulfite,
and
aryldiazonium
tetrafluoroborates
under
mild
conditions
is
developed.
This
proceeds
at
room
temperature
without
any
oxidants
or
additives,
affording
β-amino
sulfones
with
good
functional
group
tolerance
through
aminosulfonylation
unactivated
alkene.
Mechanistic
studies
show
that
this
transformation
undergoes
a
radical
process,
including
trapping
sulfur
dioxide
1,4-amino
migration.
Molecules,
Journal Year:
2023,
Volume and Issue:
28(17), P. 6252 - 6252
Published: Aug. 25, 2023
The
review
covers
research
published
since
2017
and
is
focused
on
enantioselective
synthesis
using
radical
reactions.
It
describes
recent
approaches
to
the
asymmetric
of
chiral
molecules
based
application
metal
catalysis,
dual
organocatalysis
finally,
pure
including
enzyme
catalysis.
This
focuses
synthetic
aspects
methodology
tries
show
which
compounds
can
be
obtained
in
enantiomerically
enriched
forms.
Organic & Biomolecular Chemistry,
Journal Year:
2024,
Volume and Issue:
22(29), P. 5868 - 5885
Published: Jan. 1, 2024
The
importance
of
sulfonyl-group-containing
compounds,
such
as
sulfonamides,
sulfones,
sulfinate
esters,
and
sulfonyl
fluorides,
in
pharmaceuticals,
bioactive
molecules,
natural
products
cannot
be
overstated.
new
development
palladium-catalyzed
sulfonylation
Chemical Science,
Journal Year:
2025,
Volume and Issue:
16(10), P. 4352 - 4359
Published: Jan. 1, 2025
α-C
chiral
sulfones
are
privileged
building
blocks
widely
found
in
pharmaceuticals,
agrochemicals,
natural
products,
and
ligands.
Although
many
nucleophilic
or
electrophilic
protocols
have
been
developed
for
their
construction,
radical-based
asymmetric
catalysis,
especially
that
involving
photoactive
electron
donor-acceptor
(EDA)
complexes,
remains
a
significant
unmet
challenge.
Herein,
we
present
the
first
catalytic
production
of
enabled
by
merging
EDA
complex
with
Ni
catalyst.
With
this
cooperative
catalysis
system,
wide
range
achieved
good
yields
excellent
enantioselectivities
(53
examples,
up
to
99%
yield,
99
:
1
er).
The
synthetic
utility
protocol
is
further
demonstrated
synthesis
selective
MMP-3
(stromelysin-1)
inhibitor.
Detailed
mechanistic
spectroscopic
studies
suggest
newly
identified
type
generated
from
sulfonyl
chlorides
Hantzsch
esters
(HEs)
crucial
success
as
precursor
radicals.
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.
