Synthesis of donor-acceptor type 1,1-bis(sulfonyl)cyclopropanes from active bis(sulfonyl)methylene compounds using sulfonium salts
Kotaro Ezoe,
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Koji Murakami,
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Keisuke Tomohara
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et al.
Tetrahedron,
Journal Year:
2025,
Volume and Issue:
unknown, P. 134514 - 134514
Published: Feb. 1, 2025
Language: Английский
Sulfur‐Mediated Ring‐Opening Cyclization of Spirocyclopropanes for the Construction of Benzo[b]thiophene Skeleton
Hisanori Nambu,
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Yuki Seto,
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Yuta Onuki
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et al.
Chemistry - An Asian Journal,
Journal Year:
2025,
Volume and Issue:
unknown
Published: May 14, 2025
Abstract
A
novel
approach
for
the
construction
of
benzo[
b
]thiophene
skeleton
has
been
developed.
Regioselective
ring‐opening
cyclization
cyclohexane‐1,3‐dione‐2‐spirocyclopropanes
using
sodium
hydrosulfide
as
a
sulfur‐transfer
reagent
proceeded
smoothly
and
subsequent
addition
an
acid
afforded
corresponding
tetrahydrobenzo[
]thiophen‐4‐one
derivatives
in
good
to
excellent
yields.
Cycloheptane‐1,3‐dione‐2‐spirocyclopropanes
could
be
also
applied
present
protocol.
In
contrast,
reaction
monocyclic
1,1‐diacetyl‐2‐phenylcyclopropane
with
gave
decomposition
products
instead
desired
product.
This
result
suggests
that
spiro
structure
is
crucial
successful
cyclization.
One
obtained
from
converted
into
2‐substituted
4‐hydroxybenzo[
derivative
while
avoiding
oxidation
sulfide
sulfoxide
or
sulfone.
protocol
provides
alternative
synthetic
method
access
]thiophenes
without
multisubstituted
benzenes
starting
materials,
which
are
often
difficult
prepare.
To
our
knowledge,
this
first
report
synthesis
cyclopropanes.
Language: Английский
Synthesis of 4-Hydroxy-5-phenylaminoimidazoles through a Three-Component Reaction of Sulfur Ylides, Nitrosobenzenes, and Amidines
Chaowei Xiang,
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Gongruixue Zeng,
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Yi Hao
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et al.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(24), P. 18227 - 18234
Published: Nov. 27, 2024
A
novel
annulation
reaction
of
amidines
with
sulfur
ylides
and
nitrobenzenes
has
been
developed,
affording
various
4-hydroxy-5-phenylaminoimidazoles
in
moderate
to
excellent
yields.
The
have
further
converted
into
α-ketoamide
imidazol-4-imine
derivatives.
Moreover,
a
plausible
mechanism
for
this
multicomponent
is
proposed.
Language: Английский