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
European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
27(23)
Published: May 25, 2024
Abstract
Sulfonyl
fluorides
have
widespread
applications
in
many
fields,
including
organic
synthesis,
chemical
biology,
drug
discovery
and
materials
science.
In
particular,
the
past
decade,
a
number
of
aliphatic
sulfonyl
been
identified
showing
various
biological
activities.
These
appealing
features
brought
about
significant
advancement
developing
synthetic
methods
to
access
fluorides.
this
review,
we
will
discuss
recent
developments
radical
approaches
for
synthesis
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
11(1), P. 217 - 235
Published: Nov. 14, 2023
This
review
summarizes
the
latest
achievements
in
photochemical
and
electrochemical
strategies
for
synthesis
of
sulfonyl
fluorides
focuses
on
novel
features
proposed
mechanisms.
Nature Communications,
Journal Year:
2023,
Volume and Issue:
14(1)
Published: Dec. 13, 2023
An
electroreductive
strategy
for
radical
hydroxyl
fluorosulfonylation
of
alkenes
with
sulfuryl
chlorofluoride
and
molecular
oxygen
from
air
is
described.
This
mild
protocol
displays
excellent
functional
group
compatibility,
broad
scope,
good
scalability,
providing
convenient
access
to
diverse
β-hydroxy
sulfonyl
fluorides.
These
fluoride
products
can
be
further
converted
valuable
aliphatic
fluorides,
β-keto
β-alkenyl
Further,
some
these
showed
inhibitory
activity
against
Botrytis
cinerea
or
Bursaphelenchus
xylophilus,
which
could
useful
potent
agrochemical
discovery.
Preliminary
mechanistic
studies
indicate
that
this
transformation
achieved
through
rapid
O2
interception
by
the
alkyl
subsequent
reduction
peroxy
radical,
outcompete
other
side
reactions
such
as
chlorine
atom
transfer,
hydrogen
Russell
fragmentation.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(7), P. 1410 - 1415
Published: Feb. 15, 2024
A
radical
hydro-fluorosulfonylation
of
propargyl
alcohols
with
FSO2Cl
is
presented
based
on
the
photoactivation
electron
donor–acceptor
(EDA)
complex.
The
reaction
avoids
requirement
for
photocatalysts,
bases,
hydrogen
donor
reagents,
any
other
additives,
and
harsh
conditions,
enabling
facile
synthesis
various
functionalized
γ-hydroxy
(E)-alkenylsulfonyl
fluorides.
These
multifunctional
sulfonyl
fluorides
can
be
further
diversified,
providing
access
to
privileged
molecules
biological
relevance.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(38), P. 7051 - 7056
Published: Sept. 20, 2023
In
this
report,
we
present
a
photocatalytic
ring-opening
fluorosulfonylation
of
strained
cycloalkanols
with
sulfur
dioxide
and
NFSI
under
mild
conditions
for
the
synthesis
carbonyl-containing
aliphatic
sulfonyl
fluorides.
The
synthetic
potential
fluoride
products
has
been
examined
by
diverse
transformations,
including
SuFEx
reactions
Baeyer-Villiger
oxidation
reactions.
Mechanistic
studies
demonstrate
that
reaction
operates
through
radical
C-C
bond
cleavage/SO2
insertion/fluorination
cascade
process.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(17), P. 3581 - 3585
Published: April 25, 2024
A
radical
fluorosulfonyl
arylation
of
alkynes
with
sulfuryl
chlorofluoride
as
the
FSO2
precursor
via
electron
donor–acceptor
photoactivation
driven
by
daylight
or
a
blue
light-emitting
diode
is
disclosed.
series
valuable
benzo-fused
carbocycles
and
heterocycles
have
been
produced
simple
operation
under
mild
conditions
in
absence
any
external
catalysts
additives.
The
synthetic
potential
this
protocol
has
further
demonstrated
excellent
scalability,
well
diverse
postderivatizations,
including
SuFEx
reactions
other
useful
cascade
reactions.
Chemistry - An Asian Journal,
Journal Year:
2024,
Volume and Issue:
19(14)
Published: May 8, 2024
The
beginning
of
photochemical
reactions
revolutionized
synthetic
chemistry
through
sustainable
practices.
This
review
explores
cutting-edge
developments
in
leveraging
light-induced
processes
for
generating
cascaded
C-C
and
C-hetero
bonds
without
catalysts.
Significantly,
catalyst-free
photoinduced
methodologies
have
garnered
considerable
attention,
especially
the
creation
varied
heterocyclic
frameworks
drug
design
synthesis
natural
products.
article
delves
into
underlying
mechanisms,
addresses
limitations,
evaluates
various
methodologies,
emphasizing
potential
photocatalyst
transition
metal-free
to
enhance
sustainability.
Divided
two
sections,
it
covers
recent
strides
C-heteroatom
multiple
bond
formation
reactions.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(26), P. 5577 - 5581
Published: June 24, 2024
A
visible-light-mediated
catalyst-
and
additive-free
method
for
radical
ring-opening
fluorosulfonylation
of
methylenecyclobutanols
is
reported.
Sulfuryl
chlorofluoride
acts
as
a
FSO
