Syn-Propanethial S-Oxide as an Available Natural Building Block for the Preparation of Nitro-Functionalized, Sulfur-Containing Five-Membered Heterocycles: An MEDT Study DOI Creative Commons
Mikołaj Sadowski, Ewa Dresler,

Karolina Zawadzińska

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(20), P. 4892 - 4892

Published: Oct. 15, 2024

The regio- and stereoselectivity the molecular mechanisms of [3 + 2] cycloaddition reactions between

Language: Английский

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 DOI Creative Commons
Mikołaj Sadowski, Karolina Kula

Molecules, Journal Year: 2024, Volume and Issue: 29(21), P. 5066 - 5066

Published: Oct. 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.

Language: Английский

Citations

5
Unraveling the mechanism, regioselectivity, and stereoselectivity of [3 + 2] cycloaddition reactions for anticancer spirooxindole derivatives: A density functional theory study DOI

Khadija Zaki,

Mohamed Ouabane,

Abdelouahid Sbai

et al.

Computational and Theoretical Chemistry, Journal Year: 2025, Volume and Issue: unknown, P. 115086 - 115086

Published: Jan. 1, 2025

Language: Английский

Citations

0
Computational investigation on [2π + 4π] cycloaddition mechanisms of buta-1,3-diene derivatives with sulfur dioxide: DFT and in silico study DOI
Moulay Driss Mellaoui, Alejandro Morales‐Bayuelo, Abdallah Imjjad

et al.

Structural Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 29, 2025

Language: Английский

Citations

0
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 DOI
Aneta Wróblewska, Mikołaj Sadowski, Radomir Jasiński

et al.

Chemistry of Heterocyclic Compounds, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 18, 2025

Language: Английский

Citations

0
Investigating the chemical reactivity and molecular docking of 2-diazo-3,3,3-trifluoro-1-nitropropane with phenyl methacrylate using computational methods DOI

Anas Ouled Aitouna,

Asad Syed,

Alanoud T. Alfagham

et al.

Chemistry of Heterocyclic Compounds, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 18, 2025

Language: Английский

Citations

0
MEDT analysis of mechanism and selectivities in non-catalyzed and lewis acid-catalyzed diels–alder reactions between R-carvone and isoprene DOI Creative Commons

Khadija El Idrissi,

Mohamed Abdoul-Hakim,

Na’il Saleh

et al.

Scientific Reports, Journal Year: 2024, Volume and Issue: 14(1)

Published: July 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).

Language: Английский

Citations

2
Syn-Propanethial S-Oxide as an Available Natural Building Block for the Preparation of Nitro-Functionalized, Sulfur-Containing Five-Membered Heterocycles: An MEDT Study DOI Creative Commons
Mikołaj Sadowski, Ewa Dresler,

Karolina Zawadzińska

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(20), P. 4892 - 4892

Published: Oct. 15, 2024

The regio- and stereoselectivity the molecular mechanisms of [3 + 2] cycloaddition reactions between

Language: Английский

Citations

2