A theoretical study of the regioselectivity of the reaction of six-membered and five-membered nitrones with a series of substituted alkenes

Boulanouar Messaoudı

Araştırma Makalesi

Yıl 2024, Cilt: 8 Sayı: 3, 23 - 43

Boulanouar Messaoudı

Öz

Kaynakça

P. Albert, H. P. William, Synthetic applications of 1,3-dipolar cycloaddition chemistry toward heterocycles and natural products, John Wiley & Sons, (2003).
[2] F.R. Thomas, Advances in synthetic organic chemistry and methods reported in US patents, Elsevier, (2006).
[3] B. Messaoudi, S. M. Mekelleche Elucidation of the chemo- and regioselectivity of polar Diels-Alder reactions involving thiophene-1,1- dioxides using DFT-based reactivity indexes. Letters in Organic Chemistry 8 (2011) 95-103.
[4] N. Nishiwaki, Methods and applications of cycloaddition reactions in organic syntheses, Wiley, (2014).
[5] P. Quadrelli, Modern applications of cycloaddition chemistry, Elsevier Science, (2019).
[6] D. Margetic, Cycloaddition reactions: advances in research and applications, Nova Science Publishers, Incorporated, (2019).
[7] J. Zhu, J. Mo, H. Z. Lin, et al., The recent progress of isoxazole in medicinal chemistry. Bioorganic & Medicinal Chemistry 26 (2018) 3065- 3075.
[8] A. Thakur, M. Verma, R. Bharti, et al., Oxazole and isoxazole: from one-pot synthesis to medical applications. Tetrahedron 119 (2022) 1-30

A theoretical study of the regioselectivity of the reaction of six-membered and five-membered nitrones with a series of substituted alkenes

Yıl 2024, Cilt: 8 Sayı: 3, 23 - 43

Boulanouar Messaoudı

Öz

The experimentally observed regioselectivity of a series of alkenes reactions with some nitrones has been thoroughly investigated theoretically using density functional theory (DFT) B3lyp/6-31G(d) level of theory. Both Fukui and Parr indices have been calculated to explain and show the most reactive sites. The electrostatic surface potential has also been studied and analyzed in order to show the positive and negative regions responsible of the possible interaction between the two studied reactants. The theoretical results are in good agreement with the experimental findings.

Anahtar Kelimeler

Nitrones, alkene, regioselectivity, Fukui and Parr functions, B3lyp.

Kaynakça

P. Albert, H. P. William, Synthetic applications of 1,3-dipolar cycloaddition chemistry toward heterocycles and natural products, John Wiley & Sons, (2003).
[2] F.R. Thomas, Advances in synthetic organic chemistry and methods reported in US patents, Elsevier, (2006).
[3] B. Messaoudi, S. M. Mekelleche Elucidation of the chemo- and regioselectivity of polar Diels-Alder reactions involving thiophene-1,1- dioxides using DFT-based reactivity indexes. Letters in Organic Chemistry 8 (2011) 95-103.
[4] N. Nishiwaki, Methods and applications of cycloaddition reactions in organic syntheses, Wiley, (2014).
[5] P. Quadrelli, Modern applications of cycloaddition chemistry, Elsevier Science, (2019).
[6] D. Margetic, Cycloaddition reactions: advances in research and applications, Nova Science Publishers, Incorporated, (2019).
[7] J. Zhu, J. Mo, H. Z. Lin, et al., The recent progress of isoxazole in medicinal chemistry. Bioorganic & Medicinal Chemistry 26 (2018) 3065- 3075.
[8] A. Thakur, M. Verma, R. Bharti, et al., Oxazole and isoxazole: from one-pot synthesis to medical applications. Tetrahedron 119 (2022) 1-30

Toplam 8 adet kaynakça vardır.

Ayrıntılar

Birincil Dil	İngilizce
Konular	Kimya Mühendisliği
Bölüm	Research Article
Yazarlar	Boulanouar Messaoudı 0000-0002-5638-2234
Erken Görünüm Tarihi	4 Mart 2024
Yayımlanma Tarihi
Gönderilme Tarihi	1 Nisan 2023
Yayımlandığı Sayı	Yıl 2024 Cilt: 8 Sayı: 3

Kaynak Göster

APA	Messaoudı, B. (2024). A theoretical study of the regioselectivity of the reaction of six-membered and five-membered nitrones with a series of substituted alkenes. Turkish Computational and Theoretical Chemistry, 8(3), 23-43.
AMA	Messaoudı B. A theoretical study of the regioselectivity of the reaction of six-membered and five-membered nitrones with a series of substituted alkenes. Turkish Comp Theo Chem (TC&TC). Mart 2024;8(3):23-43.
Chicago	Messaoudı, Boulanouar. “A Theoretical Study of the Regioselectivity of the Reaction of Six-Membered and Five-Membered Nitrones With a Series of Substituted Alkenes”. Turkish Computational and Theoretical Chemistry 8, sy. 3 (Mart 2024): 23-43.
EndNote	Messaoudı B (01 Mart 2024) A theoretical study of the regioselectivity of the reaction of six-membered and five-membered nitrones with a series of substituted alkenes. Turkish Computational and Theoretical Chemistry 8 3 23–43.
IEEE	B. Messaoudı, “A theoretical study of the regioselectivity of the reaction of six-membered and five-membered nitrones with a series of substituted alkenes”, Turkish Comp Theo Chem (TC&TC), c. 8, sy. 3, ss. 23–43, 2024.
ISNAD	Messaoudı, Boulanouar. “A Theoretical Study of the Regioselectivity of the Reaction of Six-Membered and Five-Membered Nitrones With a Series of Substituted Alkenes”. Turkish Computational and Theoretical Chemistry 8/3 (Mart 2024), 23-43.
JAMA	Messaoudı B. A theoretical study of the regioselectivity of the reaction of six-membered and five-membered nitrones with a series of substituted alkenes. Turkish Comp Theo Chem (TC&TC). 2024;8:23–43.
MLA	Messaoudı, Boulanouar. “A Theoretical Study of the Regioselectivity of the Reaction of Six-Membered and Five-Membered Nitrones With a Series of Substituted Alkenes”. Turkish Computational and Theoretical Chemistry, c. 8, sy. 3, 2024, ss. 23-43.
Vancouver	Messaoudı B. A theoretical study of the regioselectivity of the reaction of six-membered and five-membered nitrones with a series of substituted alkenes. Turkish Comp Theo Chem (TC&TC). 2024;8(3):23-4.