Cascade Reaction of α-Aryl Vinyl and Propargyl Sulfonium Salts with Carbon Nucleophiles: Synthesis of Functionalized Benzyl and Homoallyl Thioethers
Organic & Biomolecular Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
A
cascade
reaction
of
α-aryl
vinyl
and
propargyl
sulfonium
salts
with
C-nucleophiles
afforded
functionalized
thioethers
via
Michael
addition
followed
by
[2,3]-sigmatropic
rearrangement.
Язык: Английский
Two Faces of Styrylsulfonium Salts: Domino Michael Addition/Cyclopropanation of 2-(2-Acylvinyl)indoles for the Synthesis of Cyclopropa[3,4]pyrrolo[1,2-a]indoles
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 6, 2025
We
report
a
domino
reaction
of
2-(2-acylvinyl)indoles
as
well
the
corresponding
pyrroles
with
styrylsulfonium
salts
under
mild
conditions,
affording
cyclopropamitosene
analogues
in
high
yields
and
complete
diastereoselectivity.
A
wide
range
(E)-β-hetaryl-α,β-unsaturated
ketones
were
successfully
employed
for
synthesis
potentially
bioactive
cyclopropa[3,4]pyrrolo[1,2-a]indoles
related
cyclopropa[a]pyrrolizines,
demonstrating
versatility
developed
method.
In
contrast,
(Z)-isomers
substrates
fail
to
give
derivatives
but
undergo
cyclopropanation
terminal
methyl
group.
Язык: Английский
Desymmetrization of Cyclohexadienones via [3+2]/[2+1] Domino Annulation: Access to Cyclopropane Fused Tricyclic Enones
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(13), С. 2939 - 2944
Опубликована: Апрель 26, 2024
Abstract
A
[3+2]/[2+1]
domino
annulation
reaction
of
cyclohexadienones
and
α‐aryl
vinylsulfonium
salts
has
been
reported.
range
cyclopropane
fused
tricyclic
enones
bearing
four
contiguous
stereocenters
were
obtained
as
a
single
diastereomer
in
44–93%
yields.
The
synthetic
utility
was
demonstrated
with
the
gram‐scale
reactions
further
transformations
products.
Язык: Английский
Synthesis of 6/5/3-Fused Tricyclic Scaffolds via Multistep Cascade Cyclization of α-Aryl Vinylsulfoniums with para-Quinamines and para-Quinols
Organic Letters,
Год журнала:
2024,
Номер
26(28), С. 5905 - 5910
Опубликована: Июль 9, 2024
Herein,
we
present
a
straightforward
approach
to
access
hydroindoline-5-one-based
6/5/3-fused
polycyclic
ring
structures
through
multistep
cascade
reactions
involving
α-aryl
vinylsulfoniums
and
Язык: Английский