The
thiol
group
is
one
of
the
most
biologically
important
and
synthetically
versatile
organosulfur
functionalities
that
can
serve
as
a
central
entry
point
to
wide
range
other
sulfur-containing
functional
groups.
Despite
their
cross-disciplinary
importance,
synthetic
access
thiols
largely
remains
dominated
by
two-electron-mediated
processes
based
on
toxic
uneconomical
reagents
precursors.
We
report
herein
photocatalytic
for
first
time
merges
structural
diversity
carboxylic
acids
with
ready
availability
elemental
sulfur,
whose
radical
reactivity
significantly
underexplored.
two-phase
process
facilitated
multimodal
catalytic
acridine
photocatalysis
enables
both
PCET-mediated
decarboxylative
carbon–sulfur
bond
formation
previously
unknown
reductive
disulfur
cleavage
photoinduced
HAT
in
silane–acridine
system.
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
unknown
Опубликована: Авг. 22, 2024
Combining
simple
amines
with
the
bench-stable
sulfinylamine
Tr-NSO
allows
in
situ
preparation
of
reactive
alkyl
sulfinylamines,
which
when
combined
radicals
generated
by
photocatalytic
decarboxylation,
provides
N-alkyl
sulfinamides.
The
reactions
are
broad
scope
and
tolerate
a
wide
variety
functional
groups
on
both
acid
amine
components.
sulfinamide
products
used
to
prepare
selection
challenging
S(VI)
products.
method
convenient
way
use
unstable
sulfinylamines.
Angewandte Chemie,
Год журнала:
2024,
Номер
136(39)
Опубликована: Июль 4, 2024
Abstract
Combining
simple
amines
with
the
bench‐stable
sulfinylamine
Tr‐NSO
allows
in
situ
preparation
of
reactive
alkyl
sulfinylamines,
which
when
combined
radicals
generated
by
photocatalytic
decarboxylation,
provides
N‐alkyl
sulfinamides.
The
reactions
are
broad
scope
and
tolerate
a
wide
variety
functional
groups
on
both
acid
amine
components.
sulfinamide
products
used
to
prepare
selection
challenging
S(VI)
products.
method
convenient
way
use
unstable
sulfinylamines.
More
than
450
drugs
containing
a
carboxylic
acid
functional
group
have
been
marketed
worldwide.
Herein,
we
report
concise
and
environmentally
friendly
organic
photoinduced
protocol
for
the
interconversion
of
acids
into
their
bioisosteres.
With
this
strategy,
variety
substrates,
including
alkyl,
(hetero)aryl,
alkenyl
acids,
as
well
various
biologically
relevant
are
successfully
converted
primary
sulfonamides.
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 18, 2024
Abstract
Difuropyridines
have
been
prepared
from
aldehydes
and
chitin‐derived
3‐acetamidofuran
(3AF)
under
acid‐catalyzed
conditions.
were
comprehensively
synthesized
for
the
first
time.
The
difuropyridines
can
be
applied
to
prepare
fluorescent
probe
analogs
or
catalyze
decarboxylative
reactions
as
photocatalysts.
ACS Organic & Inorganic Au,
Год журнала:
2024,
Номер
5(1), С. 1 - 12
Опубликована: Ноя. 30, 2024
Sulfinamides
constitute
adaptable
S(IV)
intermediates
with
a
sulfur
stereocenter,
having
emerging
interest
in
divergent
synthesis
of
high-valent
S(VI)
functional
bioisosteres.
Recent
years
have
witnessed
the
strategic
development
mild
and
selective
synthetic
routes
for
highly
functionalized
sulfinamides,
employing
stable
organometallic
reagents,
carbon-centered
radical
precursors,
other
abundant
coupling
partners
merged
various
reagents
arena
metal,
photoredox,
organocatalysis.
Furthermore,
asymmetric
metal
organocatalysis
enabled
stereoselective
enantioenriched
sulfinamides.
In
this
Perspective,
we
present
recent
(2021
to
present)
advancement
methods
toward
The
thiol
group
is
one
of
the
most
biologically
important
and
synthetically
versatile
organosulfur
functionalities
that
can
serve
as
a
central
entry
point
to
wide
range
other
sulfur-containing
functional
groups.
Despite
their
cross-disciplinary
importance,
synthetic
access
thiols
largely
remains
dominated
by
two-electron-mediated
processes
based
on
toxic
uneconomical
reagents
precursors.
We
report
herein
photocatalytic
for
first
time
merges
structural
diversity
carboxylic
acids
with
ready
availability
elemental
sulfur,
whose
radical
reactivity
significantly
underexplored.
two-phase
process
facilitated
multimodal
catalytic
acridine
photocatalysis
enables
both
PCET-mediated
decarboxylative
carbon–sulfur
bond
formation
previously
unknown
reductive
disulfur
cleavage
photoinduced
HAT
in
silane–acridine
system.
