Synlett,
Journal Year:
2022,
Volume and Issue:
34(05), P. 471 - 476
Published: Sept. 9, 2022
Abstract
A
metal-free
synthesis
of
useful
β-keto
sulfonyl
fluorides
has
been
established
via
radical
fluorosulfonylation
ketone-derived
vinyl
acetates
under
photoredox
organocatalysis
by
using
1-fluorosulfonyl
benzoimidazolium
(FABI)
as
the
fluorosulfonyl
source
and
oxygen-doped
anthanthrene
(ODA)
photocatalyst.
series
aryl
alkyl
well
cyclic
analogues
can
be
readily
obtained
in
moderate
to
high
yields
from
widely
available
ketone
starting
materials.
National Science Review,
Journal Year:
2023,
Volume and Issue:
10(6)
Published: April 29, 2023
Abstract
Sulfur
fluoride
exchange
(SuFEx),
a
new
generation
of
click
chemistry,
was
first
presented
by
Sharpless,
Dong
and
co-workers
in
2014.
Owing
to
the
high
stability
yet
efficient
reactivity
SVI–F
bond,
SuFEx
has
found
widespread
applications
organic
synthesis,
materials
science,
chemical
biology
drug
discovery.
A
diverse
collection
linkers
emerged,
involving
gaseous
SO2F2
SOF4
hubs;
SOF4-derived
iminosulfur
oxydifluorides;
O-,
N-
C-attached
sulfonyl
fluorides
sulfonimidoyl
fluorides;
novel
sulfondiimidoyl
fluorides.
This
review
summarizes
progress
these
connectors,
with
an
emphasis
on
analysing
advantages
disadvantages
synthetic
strategies
connectors
based
concept,
it
is
expected
be
beneficial
researchers
rapidly
correctly
understand
this
field,
thus
inspiring
further
development
chemistry.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(4), P. 581 - 586
Published: Jan. 25, 2023
A
practical
electrochemically
driven
method
for
fluorosulfonylation
of
both
aryl
and
alkyl
thianthrenium
salts
has
been
disclosed.
The
strategy
does
not
need
external
redox
reagents
or
metal
catalysts.
In
combination
with
C-H
thianthrenation
aromatics,
this
provides
a
new
tool
the
site-selective
drugs.
Nature Communications,
Journal Year:
2022,
Volume and Issue:
13(1)
Published: June 18, 2022
Sulfonyl
fluorides
are
key
components
in
the
fields
of
chemical
biology,
materials
science
and
drug
discovery.
In
this
line,
highly
active
SO2F
radical
has
been
employed
for
construction
sulfonyl
fluorides,
but
utilization
gaseous
ClSO2F
as
precursor
is
limited
due
to
tedious
hazardous
preparation.
Meanwhile,
synthesis
from
inert
SO2F2
gas
through
a
fluorosulfonyl
(·SO2F)
process
met
with
inevitable
difficulties
high
homolytic
bond
dissociation
energy
S(VI)-F
bond.
Here
we
report
fluorosulfonylation
strategy
stereoselective
alkenyl
functional
alkyl
an
air-stable
crystalline
benzimidazolium
fluorosulfonate
cationic
salt
reagent.
This
bench-stable
redox-active
reagent
offers
useful
operational
protocol
unsaturated
hydrocarbons
good
yield
stereoselectivity,
which
can
be
further
transformed
into
valuable
moieties.
Molecules,
Journal Year:
2023,
Volume and Issue:
28(2), P. 857 - 857
Published: Jan. 15, 2023
Organic
electrochemistry
has
attracted
tremendous
interest
within
the
novel
sustainable
methodologies
that
have
not
only
reduced
undesired
byproducts,
but
also
utilized
cleaner
and
renewable
energy
sources.
Particularly,
oxidative
gained
major
attention.
On
contrary,
reductive
electrolysis
remains
an
underexplored
research
direction.
In
this
context,
we
discuss
advances
in
transition-metal-free
cathodically
generated
radicals
for
selective
organic
transformations
since
2016.
We
highlight
electroreductive
reaction
of
alkyl
radicals,
aryl
acyl
silyl
fluorosulfonyl
trifluoromethoxyl
radicals.
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.
Catalysis Science & Technology,
Journal Year:
2023,
Volume and Issue:
13(9), P. 2597 - 2617
Published: Jan. 1, 2023
Fluorosulfonylation
of
(hetero)aromatic
and
aliphatic
compounds
with
emphasis
on
the
use
fluorosulfonylating
hubs
is
discussed.
Examples
click
chemistry
(SuFEx)
reactions
diversity
oriented
clicking
(DOC)
processes
are
provided.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(17), P. 3109 - 3113
Published: April 21, 2023
An
electron
donor-acceptor
(EDA)
complex
photoactivation
strategy
for
radical
fluorosulfonylation
is
disclosed
the
first
time.
Simply
upon
blue
light
irradiation,
FSO2
can
be
generated
efficiently
under
catalyst-free,
base-free,
and
additive-free
conditions,
which
enables
facile
access
to
6-keto
alkenylsulfonyl
fluorides
from
readily
available
propargyl
alcohols
FSO2Cl.
The
fluoride
motif
has
been
showcased
as
a
versatile
SuFEx
hub
with
diverse
follow-up
derivatizations.
