Unexpected Course of Reaction Between (1E,3E)-1,4-Dinitro-1,3-butadiene and N-methyl Azomethine Ylide—A Comprehensive Experimental and Quantum-Chemical Study
Molecules,
Год журнала:
2024,
Номер
29(21), С. 5066 - 5066
Опубликована: Окт. 26, 2024
In
recent
times,
interest
in
the
chemistry
of
conjugated
nitrodienes
is
still
significantly
increasing.
particular,
application
these
compounds
as
building
blocks
to
obtain
heterocycles
a
popular
object
research.
Therefore,
continuation
our
research
devoted
topic
nitrodienes,
experimental
and
quantum-chemical
studies
cycloaddition
reaction
between
(1E,3E)-1,4-dinitro-1,3-butadiene
N-methyl
azomethine
ylide
have
been
investigated.
The
computational
results
present
that
tested
realized
through
pdr-type
polar
mechanism.
turn,
study
shows
course
this
cycloaddition,
only
one
product
form
1-methyl-3-(trans-2-nitrovinyl)-Δ3-pyrroline
created.
constitution
compound
has
confirmed
via
spectroscopic
methods.
Finally,
ADME
analysis
indicated
synthesized
Δ3-pyrroline
exhibits
biological
potential,
it
good
drug
candidate
according
Lipinski,
Veber
Egan
rules.
Nevertheless,
PASS
simulation
showed
weak
antimicrobial,
inhibitory
antagonist
properties.
Preliminary
silico
although
obtained
not
for
drug,
presence
nitrovinyl
moiety
its
structure
indicates
an
initial
basis
further
modifications.
Язык: Английский
Unraveling the mechanism, regioselectivity, and stereoselectivity of [3 + 2] cycloaddition reactions for anticancer spirooxindole derivatives: A density functional theory study
Computational and Theoretical Chemistry,
Год журнала:
2025,
Номер
unknown, С. 115086 - 115086
Опубликована: Янв. 1, 2025
Язык: Английский
Computational investigation on [2π + 4π] cycloaddition mechanisms of buta-1,3-diene derivatives with sulfur dioxide: DFT and in silico study
Structural Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 29, 2025
Язык: Английский
Selectivity and molecular mechanism of the Au(III)-catalyzed [3+2] cycloaddition reaction between (Z)-C,N-diphenylnitrone and nitroethene in the light of the molecular electron density theory computational study
Chemistry of Heterocyclic Compounds,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 18, 2025
Язык: Английский
Investigating the chemical reactivity and molecular docking of 2-diazo-3,3,3-trifluoro-1-nitropropane with phenyl methacrylate using computational methods
Anas Ouled Aitouna,
Asad Syed,
Alanoud T. Alfagham
и другие.
Chemistry of Heterocyclic Compounds,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 18, 2025
Язык: Английский
MEDT analysis of mechanism and selectivities in non-catalyzed and lewis acid-catalyzed diels–alder reactions between R-carvone and isoprene
Khadija El Idrissi,
Mohamed Abdoul-Hakim,
Na’il Saleh
и другие.
Scientific Reports,
Год журнала:
2024,
Номер
14(1)
Опубликована: Июль 22, 2024
Abstract
Within
the
context
of
Molecular
Electronic
Density
Theory
(MEDT),
this
study
investigates
Diels–Alder
reaction
among
isoprene
(
2
)
and
R-carvone
1R
applying
DFT
simulations,
with
without
Lewis
acid
(LA)
catalysis.
The
results
show
that
carvone
acts
as
an
electrophile
a
nucleophile
in
polar
process.
LA
catalysis
increases
electrophilicity
carvone,
thereby
improving
reactivity
selectivity
by
reducing
activation
Gibbs
free
energy.
Parr
functions
reveal
C
5
=C
6
double
bond
is
more
reactive
than
9
10
bond,
indicating
chemoselectivity.
examination
Electron
Localization
Function
(ELF)
reveals
high
regio-
stereoselectivity,
asynchronous
mechanism
for
LA-catalyzed
DA
reaction.
Furthermore,
it
suggested
cycloadduct
3
has
great
anti-HIV
potential
because
exhibits
lower
binding
energies
azidothymidine
(AZT)
docking
studies
cycloadducts
4
amongst
primary
HIV-1protein
(1A8O
plus
5W4Q).
Язык: Английский
Syn-Propanethial S-Oxide as an Available Natural Building Block for the Preparation of Nitro-Functionalized, Sulfur-Containing Five-Membered Heterocycles: An MEDT Study
Molecules,
Год журнала:
2024,
Номер
29(20), С. 4892 - 4892
Опубликована: Окт. 15, 2024
The
regio-
and
stereoselectivity
the
molecular
mechanisms
of
[3
+
2]
cycloaddition
reactions
between
Язык: Английский