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

Boulanouar Messaoudı

Research Article

Year 2024, Volume: 8 Issue: 3, 23 - 43

Boulanouar Messaoudı

Abstract

References

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

Year 2024, Volume: 8 Issue: 3, 23 - 43

Boulanouar Messaoudı

Abstract

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.

Keywords

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

References

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

There are 8 citations in total.

Details

Primary Language	English
Subjects	Chemical Engineering
Journal Section	Research Article
Authors	Boulanouar Messaoudı 0000-0002-5638-2234
Early Pub Date	March 4, 2024
Publication Date
Submission Date	April 1, 2023
Published in Issue	Year 2024 Volume: 8 Issue: 3

Cite

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). March 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, no. 3 (March 2024): 23-43.
EndNote	Messaoudı B (March 1, 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), vol. 8, no. 3, pp. 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 (March 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, vol. 8, no. 3, 2024, pp. 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.