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
Issa Yavari,
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Seyed Alireza Hadian
No information about this author
Synthesis,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 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.
Language: Английский
Organocatalysis in 1,3-Dipolar Cycloaddition Reactions (A Review)
Yulia A. Pronina,
No information about this author
L. A. Teglyai,
No information about this author
A. I. Ponyaev
No information about this author
et al.
Russian Journal of General Chemistry,
Journal Year:
2024,
Volume and Issue:
94(1), P. 1 - 44
Published: Jan. 1, 2024
Language: Английский
Bromonitroalkenes as efficient intermediates in organic synthesis
Organic & Biomolecular Chemistry,
Journal Year:
2024,
Volume and Issue:
22(24), P. 4801 - 4838
Published: Jan. 1, 2024
Bromonitroalkenes
are
useful
molecules
in
synthetic
organic
chemistry.
They
mainly
prepared
from
nitroalkenes
Language: Английский
Diastereoselective Synthesis of NH-Unprotected Spiropyrrolidines via the Huisgen Reaction of Acenaphthoquinone-Derived Azomethine Ylides with β-Nitrostyrenes
Issa Yavari,
No information about this author
Kiyana Ghafouri
No information about this author
Synthesis,
Journal Year:
2024,
Volume and Issue:
56(15), P. 2403 - 2409
Published: April 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.
Language: Английский
1-Aryl-3-nitro- and 3-Bromo-3-nitroprop-2-en-1-ones: Synthesis and Structural Features
Russian Journal of General Chemistry,
Journal Year:
2024,
Volume and Issue:
94(3), P. 497 - 507
Published: March 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.
Language: Английский