Synthesis,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 11, 2024
Abstract
Sulfur(VI)
fluoride
exchange
(SuFEx)
chemistry
that
relies
on
the
unique
reactivity–stability
balance
of
high
valent
organosulfur
has
emerged
as
a
promising
topic
for
next-generation
click
reaction.
Sulfonyl
fluorides
are
most
widely
used
connective
hubs
SuFEx
reaction
with
widespread
applications
in
fields
chemical
biology,
drug
discovery,
and
materials
science.
Compared
current
methods,
direct
fluorosulfonylation
fluorosulfonyl
radicals
concise
efficient
approach
production
sulfonyl
fluorides.
The
highly
active
SO2F
radical
was
an
unstable
inaccessible
precursor
until
it
observed
decomposition
azide,
which
inspired
efforts
towards
precursors
processes.
This
review
presents
discusses
breakthroughs
generation
from
various
precursors,
well
their
application
synthesis
diverse
functionalized
1
Introduction
2
FSO2Cl
Radical
Precursor
3
Benzimidazolium
Fluorosulfonates
Precursors
4
Alk-1-ynylsulfonyl
Fluorides
5
(Diarylmethylene)sulfamoyl
6
Vinyl
Fluorosulfates
7
Conclusion
Outlook
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 6, 2025
This
study
reported
a
novel
and
unprecedented
photoredox-catalyzed
protocol
for
direct
allylic
C–H
fluorosulfonylation
of
alkenes
with
FABI.
mild
exhibited
excellent
compatibility
various
functional
groups,
broad
substrate
scope,
promising
scalability,
enabling
convenient
access
to
wide
range
allyl
sulfonyl
fluorides
exceptional
regioselectivity.
The
synthetic
robustness
this
strategy
was
further
demonstrated
by
the
late-stage
functionalization
natural
products
their
ligation
other
drugs
via
SuFEx
chemistry.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 20, 2025
A
radical
fluorosulfonylation
of
allyl
bromides
was
achieved
under
electroreductive
conditions.
This
catalyst-free
protocol
employs
mild
conditions
and
enables
straightforward
access
to
a
new
structurally
diverse
variety
previously
inaccessible
sulfonyl
fluorides.
We
have
also
illustrated
the
synthetic
value
this
method
by
performing
scaled-up
reactions
product
derivatization.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 28, 2025
Herein,
we
describe
the
successful
development
of
an
azido-fluorosulfonylation
reaction
alkenes
under
photoredox
catalysis,
which
could
allow
installation
two
"clickable"
groups,
-N3
and
-SO2F,
on
a
C-C
double
bond,
with
TMSN3
as
azide
source.
The
utilization
difunctionalization
products
is
also
demonstrated
in
construction
library
1,2,3-triazolesulfonyl
fluoride
compounds
well
drug
molecule
ligation
by
merging
copper-catalyzed
azide-alkyne
cycloaddition
(CuAAC)
sulfur(VI)
exchange
(SuFEx),
generations
click
reactions.
Mechanistic
studies
suggest
radical
fluorosulfonylation/azidation
mechanism
unveil
FSO2N3
new
potential
fluorosulfonyl
precursor.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 18, 2025
β-Sulfido
sulfonyl
fluorides,
incorporating
a
clickable
fluoride
and
thioether
motif,
are
valuable
intermediates
in
chemical
biology,
materials
science,
drug
discovery.
Herein,
we
developed
rapid
additive-free
synthesis
of
these
compounds
via
N-methyl-2-pyrrolidinone
(NMP)-promoted
thia-Michael
addition
thiols
to
ethene
(ESF).
The
reaction
proceeds
smoothly
under
neutral
conditions
without
the
need
for
base
or
catalyst,
achieving
high
efficiency
within
20
min.
This
method
demonstrates
broad
substrate
scope,
tolerating
thiophenols,
alkylthiols,
thioglycosides,
cysteine-containing
peptides.
resulting
β-sulfido
fluorides
enable
diverse
transformations,
such
as
sulfur(VI)
exchange
(SuFEx)
oxidation,
facilitating
applications
conjugates
materials,
additives
lithium-ion
battery
electrolyte
components.
RSC Advances,
Journal Year:
2025,
Volume and Issue:
15(22), P. 17174 - 17185
Published: Jan. 1, 2025
Direct
vicinal
sulfonylative
difunctionalization
of
simple
alkenes
represents
a
powerful
strategy
for
the
rapid
assembly
β-functionalized
sulfones
from
starting
materials.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(46), P. 9967 - 9972
Published: Nov. 8, 2024
An
efficient
nickel-catalyzed
direct
fluorosulfonylation
of
vinyl
bromides
and
benzyl
under
mild
reaction
conditions
has
been
developed
for
sulfonyl
fluorides
utilizing
Na
Chinese Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 26, 2024
Comprehensive
Summary
The
invention
of
novel
linkers
is
a
long‐lasting
task
in
the
area
sulfur(VI)
fluoride
exchange
reaction
(SuFEx).
Compared
with
most
frequently
investigated
sulfonyl
fluorides,
synthetic
accessibility
toward
its
mono‐aza
isostere,
i.e.
,
sulfonimidoyl
fluorides
still
limited.
Herein,
we
report
an
electrochemical
carbonfluorination
readily
available
N
‐sulfinylamines
to
access
various
aryl
and
alkyl
fluorides.
transformation
characterized
by
ready
availability
starting
materials,
mild
conditions,
obviating
metal
catalysts
chemical
oxidants.
