Synthesis,
Год журнала:
2023,
Номер
56(11), С. 1727 - 1734
Опубликована: Дек. 19, 2023
Abstract
The
incorporation
of
sulfonyl
fluoride
groups
into
molecules
has
been
proven
effective
in
enhancing
their
biological
activities
or
introducing
new
functions.
Herein,
a
transition-metal-free
and
visible-light-mediated
radical
tandem
cyclization
unsaturated
carboxylic
acid
is
reported.
This
affords
facile
access
to
FSO2-functionalized
γ-lactones
efficiently,
which
are
critical
structural
motifs
widely
present
biologically
active
molecules.
Green Chemistry,
Год журнала:
2023,
Номер
25(20), С. 7983 - 7987
Опубликована: Янв. 1, 2023
An
atom-
and
step-economical,
efficient
eco-friendly
method
for
constructing
naphthoselenazol-2-amines
through
a
visible-light
photocatalytic
multi-component
reaction
under
aqueous
phase
conditions
is
reported.
ACS Catalysis,
Год журнала:
2024,
Номер
14(6), С. 4318 - 4328
Опубликована: Март 6, 2024
Sulfonyl
fluorides
have
found
increasing
applications
as
functional
molecules
in
chemistry
and
biology.
We
herein
report
a
copper-catalyzed
atom-economical
access
to
two
categories
of
sulfonyl
through
radical
relay
strategy
the
presence
an
SO2
surrogate.
The
aliphatic
C(sp3)–H
bond
N-fluoro-N-alkyl
sulfonamides
reacted
via
1,5-hydrogen
atom
transfer
(HAT)
process,
affording
alkanesulfonyl
with
proximal
amino
group.
On
other
hand,
utilizing
substrates
containing
proper
C═C
double
resulted
intramolecular
olefin
aminofluorosulfonylation,
allowing
synthesis
fluorosulfonyl-functionalized
pyrrolidines
piperidines
atom-transfer
addition
(ATRA).
Both
reaction
systems
proceeded
under
mild
conditions,
requiring
no
additional
fluorine
source.
Experimental
computational
studies
suggest
that
S–F
coupling
is
likely
achieved
radical-rebound
pathway.
By
taking
advantage
SuFEx
multifunctionality
products,
method
applicable
late-stage
modification
bioactive
compounds,
drug
ligation
chemistry,
organic
synthesis.
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
27(23)
Опубликована: Май 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,
Год журнала:
2023,
Номер
11(1), С. 217 - 235
Опубликована: Ноя. 14, 2023
This
review
summarizes
the
latest
achievements
in
photochemical
and
electrochemical
strategies
for
synthesis
of
sulfonyl
fluorides
focuses
on
novel
features
proposed
mechanisms.
Organic Letters,
Год журнала:
2023,
Номер
25(36), С. 6751 - 6756
Опубликована: Сен. 1, 2023
We
disclose
herein
a
photocatalytic
decarboxylative
fluorosulfonylation
reaction
of
various
hypervalent
iodine(III)
carboxylates
in
combination
with
1,4-diazabicyclo[2.2.2]octane–bis(sulfur
dioxide)
adduct
as
sulfonyl
source
and
KHF2
desirable
fluorine
via
radical
sulfur
dioxide
insertion
fluorination
strategy.
A
one-pot
carboxylic
acids
mediated
by
PhI(OAc)2
was
realized,
well.
Notably,
this
transformation
can
be
performed
under
heating
conditions
without
the
need
for
catalysts.
Organic Chemistry Frontiers,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
A
radical-mediated
sulfonylation
relay
of
alkyl
alkynes/alkenes
with
electron-deficient
alkenes
using
Na
2
S
O
4
as
a
linker
is
developed
to
synthesize
highly
selective
(
Z
)-vinyl
and
sulfones
under
metal-free
catalyzed
system.
Molecules,
Год журнала:
2023,
Номер
28(17), С. 6356 - 6356
Опубликована: Авг. 30, 2023
In
this
mini-review,
we
present
our
concepts
for
designing
multicomponent
reactions
with
reference
to
a
series
of
sequential
radical
that
have
developed.
Radical
are
well
suited
the
design
due
their
high
functional
group
tolerance
and
low
solvent
sensitivity.
We
focused
on
photolysis
interelement
compounds
heteroatom–heteroatom
single
bond,
which
readily
generates
heteroatom-centered
radicals,
studied
photoinduced
addition
unsaturated
compounds.
First,
background
is
described,
basic
methodology
construction
explained.
Next,
examples
involving
two
one
compound
presented,
as
Furthermore,
intramolecular
cyclization
processes
described.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Авг. 30, 2024
We
describe
an
approach
to
access
4-aroyl-3-aryl-3,4-dihydronaphthalen-1(2H)-one
derivatives
in
41–79%
yields
through
the
Cu-catalyzed
radical
cyclization/desulfonylation
of
1,6-enynes
with
tosylhydrazide
under
air
conditions.
This
alternative
desulfonylation
strategy
combines
mild
conditions,
external
oxidant-free
processes,
and
sustainability,
contributing
more
environmentally
friendly
organic
synthesis.
The
mechanistic
studies
showed
that
CuCl/O2
combination
serves
as
source
oxygen
atom
needed
form
C═O
bond.
existence
is
crucial
for
this
conversion.
