Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(21), P. 3910 - 3915
Published: May 24, 2023
An
efficient
aminofluorosulfonylation
strategy
was
developed
for
the
synthesis
of
various
pyrazoline-functionalized
aliphatic
sulfonyl
fluorides
using
β,γ-unsaturated
hydrazones
with
sulfur
dioxide
and
NFSI
as
starting
materials
under
mild
conditions.
The
fluoride
products
could
be
successfully
transformed
into
corresponding
sulfonate
esters
amides
via
sulfur(VI)
exchange
(SuFEx)
click
reactions.
Preliminary
mechanistic
investigations
demonstrate
that
reaction
operates
through
a
radical
cyclization/SO2
insertion/fluorination
cascade
process.
Chemical Science,
Journal Year:
2024,
Volume and Issue:
15(11), P. 3879 - 3892
Published: Jan. 1, 2024
The
Accelerated
SuFEx
Click
Chemistry
(ASCC)
protocol,
adapted
to
a
96-well
plate
format,
has
been
applied
the
late-stage
derivatization
of
bioactive
molecules
and
array
synthesis
anticancer
agents,
showcasing
its
potential
for
drug
discovery.
Angewandte Chemie International Edition,
Journal Year:
2022,
Volume and Issue:
61(36)
Published: July 12, 2022
Abstract
The
products
of
the
SuFEx
reaction
between
sulfonimidoyl
fluorides
and
phenols,
sulfonimidates,
are
shown
to
display
dynamic
covalent
chemistry
with
other
phenols.
This
was
be
enantiospecific,
finished
in
minutes
at
room
temperature
high
yields,
useful
for
both
asymmetric
synthesis
sustainable
polymer
production.
Its
wide
scope
further
extends
usefulness
related
click
chemistries.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(48), P. 8722 - 8726
Published: Nov. 29, 2023
A
photochemical
halogen-atom
transfer
(XAT)
method
for
generating
sulfonyl
radicals
from
aryl
fluorides
has
been
developed.
It
allows
the
hydrosulfonylation
of
unactivated
alkenes,
which
was
challenging
to
achieve
through
our
previous
single-electron
route.
This
reaction
excellent
functional
group
tolerance
and
substrate
scope
under
mild
conditions.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(21), P. 3910 - 3915
Published: May 24, 2023
An
efficient
aminofluorosulfonylation
strategy
was
developed
for
the
synthesis
of
various
pyrazoline-functionalized
aliphatic
sulfonyl
fluorides
using
β,γ-unsaturated
hydrazones
with
sulfur
dioxide
and
NFSI
as
starting
materials
under
mild
conditions.
The
fluoride
products
could
be
successfully
transformed
into
corresponding
sulfonate
esters
amides
via
sulfur(VI)
exchange
(SuFEx)
click
reactions.
Preliminary
mechanistic
investigations
demonstrate
that
reaction
operates
through
a
radical
cyclization/SO2
insertion/fluorination
cascade
process.
