Diastereoselective Synthesis of 2-(Pyrrolidin-2-ylidene)-1H-indene-1,3-diones via 1,3-Dipolar Cycloaddition of H-Bond-Assisted Azomethine Ylides with Chalcones
Synthesis,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 22, 2025
Abstract
The
diastereoselective
synthesis
of
NH-unprotected
pyrrolidin-2-ylidene
derivatives
was
accomplished
via
1,3-dipolar
cycloaddition
H-bond-assisted
azomethine
ylides
with
chalcones.
This
process
resulted
in
the
formation
three
stereogenic
centers,
exhibiting
excellent
diastereoselectivity.
effectiveness
this
approach
illustrated
through
a
gram-scale
experiment,
and
structure
final
product
confirmed
by
single-crystal
X-ray
analysis.
Язык: Английский
Organocatalysis in 1,3-Dipolar Cycloaddition Reactions (A Review)
Russian Journal of General Chemistry,
Год журнала:
2024,
Номер
94(1), С. 1 - 44
Опубликована: Янв. 1, 2024
Язык: Английский
Bromonitroalkenes as efficient intermediates in organic synthesis
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
22(24), С. 4801 - 4838
Опубликована: Янв. 1, 2024
Bromonitroalkenes
are
useful
molecules
in
synthetic
organic
chemistry.
They
mainly
prepared
from
nitroalkenes
Язык: Английский
Diastereoselective Synthesis of NH-Unprotected Spiropyrrolidines via the Huisgen Reaction of Acenaphthoquinone-Derived Azomethine Ylides with β-Nitrostyrenes
Synthesis,
Год журнала:
2024,
Номер
56(15), С. 2403 - 2409
Опубликована: Апрель 4, 2024
Abstract
4′-Nitro-2H-spiro[acenaphthylene-1,2′-pyrrolidine]-2-one
derivatives
are
prepared
via
[3+2]
cycloaddition
reactions
of
azomethine
ylides,
generated
in
situ
from
acenaphthoquinone
and
primary
amines,
with
β-nitrostyrenes
the
presence
(
i
Pr)2NEt
methanol.
Evidence
for
structures
products
was
obtained
single-crystal
X-ray
analysis.
The
important
feature
this
diastereoselective
synthesis
NH-unprotected
spiropyrrolidines
is
formation
four
contiguous
stereogenic
centers,
one
which
quaternary,
high
selectivity.
Язык: Английский
1-Aryl-3-nitro- and 3-Bromo-3-nitroprop-2-en-1-ones: Synthesis and Structural Features
Russian Journal of General Chemistry,
Год журнала:
2024,
Номер
94(3), С. 497 - 507
Опубликована: Март 1, 2024
Abstract
A
method
for
producing
a
number
of
(
E
)-1-aryl-3-nitroprop-2-en-1-ones
based
on
synthetic
condensation–dehydration
strategy
has
been
optimized.
New
Z
)-1-aryl-3-bromo-3-nitroprop-2-en-1-ones
have
synthesised
from
using
halogenation-dehydrohalogenation
to
)-1-aryl-3-nitroprop-2-en-1-ones.
The
fine
structure
nitro-
and
bromonitroenketones
it’s
features
were
determined
by
1
H–
H
NOESY
NMR
X-ray
diffraction
analysis.
Язык: Английский