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
Exercise in 1-aryl-3-CF3-1H-pyrazoles: regioselective synthesis of 4-/5-iodides and cross-coupling reactions
RSC Advances,
Год журнала:
2025,
Номер
15(12), С. 9225 - 9229
Опубликована: Янв. 1, 2025
A
series
of
1-aryl-3-CF
3
-1
H
-pyrazoles
was
prepared
and
examined
using
iodination
reactions.
Язык: Английский
Elemental Sulfur/Selenium-Mediated Metal-Free Phosphinothioation and Phosphinoselenoation of Vinylsulfonium Salts with P–H Bonds
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 16, 2024
An
efficient
and
facile
method
has
been
developed
for
the
construction
of
novel
P–S–C
P–Se–C
bonds
by
facilitating
three-component
cross-coupling
reaction
P–H
with
elemental
sulfur/selenium
vinylsulfonium
salts,
utilizing
sodium
bicarbonate
as
a
base.
This
approach
eliminates
need
use
toxic
odorous
active
reagents
noble
metals,
thereby
offering
new
pathway
synthesizing
S-phosphinothioates
Se-phosphinoselenoates
via
organic
conversion
inorganic
sources.
The
showcased
remarkable
versatility
in
terms
substrate
applicability,
particularly
organophosphorus
compounds
containing
salt
derivatives.
resulting
phosphinothioation/phosphinoselenoation
products
can
be
obtained
high
yield
regioselectivity.
Additionally,
plausible
mechanism
this
transformation
proposed
based
on
step-by-step
control
experiments
31P
NMR
tracking
analysis.
Язык: Английский
Recent Highlights in the Synthesis and Biological Significance of Pyrazole Derivatives
Heliyon,
Год журнала:
2024,
Номер
10(20), С. e38894 - e38894
Опубликована: Окт. 1, 2024
Язык: Английский
Trapping in situ generated CF3-nitrile imines with maleimides under solvent-free mechanochemical conditions
RSC Mechanochemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Янв. 1, 2024
A
series
of
trifluoromethylated
pyrrolo[3,4-
c
]pyrazoles
were
obtained
via
mechanochemical
(3
+
2)-cycloaddition
in
situ
generated
trifluoroacetonitrile
imines
with
maleimide
and
its
N
-aliphatic/aromatic
analogues.
Язык: Английский