A radical Smiles rearrangement difunctionalization of activated alkenes via desulfonylation and insertion of sulfur dioxide relay strategy
Green Chemistry,
Год журнала:
2024,
Номер
26(11), С. 6774 - 6778
Опубликована: Янв. 1, 2024
A
novel
and
attractive
photochemical
difunctionalization
of
N
-tosyl
acrylamide
for
constructing
alkylsulfonylated
oxindoles
amides
with
excellent
substrate
adaptability
via
a
radical
Smiles
rearrangement
strategy
is
described.
Язык: Английский
DABCO‐Mediated Photoelectrochemical Three‐Component Sulfonocyclization of 3‐Aza‐1,5‐dienes
Lu-Cai Ding,
Gui-Hong Yang,
Li Luo
и другие.
Chinese Journal of Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 2, 2024
Comprehensive
Summary
Herein,
we
report
a
rare
example
of
three‐component
net‐oxidative
sulfonylation
SO
2
surrogate
with
an
oxidatively
activated
radical
precursor
under
mild
and
metal‐
external‐oxidant‐free
conditions.
The
mildness
sustainability
the
reaction
are
enabled
by
photoelectrocatalysis,
3‐aza‐1,5‐dienes,
organotrifluoroborates
1,4‐diazabicyclo[2.2.2]octane
bis(sulfur
dioxide)
adduct
(DABSO)
undergo
sulfonylative
cyclization
to
afford
sulfono
4‐pyrrolin‐2‐ones
in
atom‐economical
manner
broad
substrate
scope
good
functional‐group
tolerance.
protocol
is
amenable
late‐stage
diversification
complex
molecular
architectures
as
well
gram‐scale
synthesis.
Sunlight
could
be
used
light
source,
conducted
all‐solar
mode
using
commercially
available
photovoltaic
panel
generate
electricity
situ
.
Mechanistic
studies
reveal
that
generated
(DABCO),
which
was
generally
innocent
previous
reactions,
functions
electron
shuttle
between
photocatalytic
cycle
reactants.
Язык: Английский
K2S2O8‐Mediated Access to Alkylsulfonated Spiro[4,5] Trienones from N‐Arylpropiolamides with the Insertion of Sulfur Dioxide
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
366(3), С. 488 - 493
Опубликована: Дек. 23, 2023
Abstract
A
four‐component
reaction
of
N
‐arylpropiolamides,
Hantzsch
esters,
Na
2
S
O
5
and
water
via
a
radical
cascade
cyclization
process
with
the
insertion
sulfur
dioxide
mediated
by
K
8
is
reported.
series
alkylsulfonated
spiro[4,5]
trienones
are
prepared
up
to
86%
yield
good
functional
group
tolerance
substrate
applicability.
Preliminary
mechanism
experiments
indicate
that
carbonyl
oxygen
originated
from
water.
Язык: Английский
Design of Synthetic Strategies towards Sulfur Containing Scaffolds
Synthesis,
Год журнала:
2024,
Номер
57(02), С. 275 - 295
Опубликована: Авг. 28, 2024
Abstract
The
utilization
of
sulfur
heterocycles
in
organic
synthesis
has
attracted
significant
attention
due
to
their
wide-ranging
applications.
This
review
showcases
the
syntheses
diverse
embedded
with
amino
acid
derivatives,
polycycles,
spirocycles,
cyclophanes,
and
other
complex
scaffolds.
reported
methods
extend
beyond
compound
highlight
use
different
reagents
for
constructing
heterocycles.
Review
also
discusses
utility
a
variety
sulfur-containing
starting
materials
generation
target
molecules.
1
Introduction
2
Potassium
Thioacetate
3
Thiazolidine-2,4-dione
4
Rhodanines
5
Sodium
Sulfide
6
Thiotetronic
Acid
7
Thiadiazoles
8
Thiophene
9
Rongalite
10
Sulfur
Dioxide
11
Divinyl
Sulfone
12
Heterocycles
Based
on
Boronic
Acids
13
Miscellaneous
14
Summary
Язык: Английский