D. T. T. Nguyen, H. H. Truong, N. T. Dao, V. T. T. Tran, O. S. Gorchakova, A. T. Le, “Unexpected hydrazine- and hydroxylamine-induced transformations of aza-14-crown-4 incorporating 4-oxopiperidine-3-carboxylate moiety”, Mendeleev Commun., 33:5 (2023), 708

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Mendeleev Communications, 2023, Volume 33, Issue 5, Pages 708–710
DOI: https://doi.org/10.1016/j.mencom.2023.09.037 (Mi mendc502)

This article is cited in 2 scientific papers (total in 2 papers)

Communications

Unexpected hydrazine- and hydroxylamine-induced transformations of aza-14-crown-4 incorporating 4-oxopiperidine-3-carboxylate moiety

D. T. T. Nguyen^a, H. H. Truong^b, N. T. Dao^a, V. T. T. Tran^a, O. S. Gorchakova^c, A. T. Le^a

^a Faculty of Chemistry, University of Science, Vietnam National University, Hanoi, Hoan Kiem, Hanoi, Vietnam
^b Peoples Friendship University of Russia (RUDN University), Moscow, Russian Federation
^c 'Sanofi-aventis group' Representative office in Russia, Moscow, Russian Federation

Full-text PDF (214 kB) Citations (2) Supplementary materials

DOI: https://doi.org/10.1016/j.mencom.2023.09.037

Graphic abstract: Unexpected hydrazine- and hydroxylamine-induced transformations of aza-14-crown-4 incorporating 4-oxopiperidine-3-carboxylate moiety

Abstract: Reactions of aza-14-crown-4 incorporating 4-oxopiperidine-3-carboxylate moiety with hydrazine and hydroxylamine proceed at the functional groups. One unexpected product, cyclopenteno-13-crown-3 ether derivative, is formed when hydrazine hydrochloride is used, its formation occurring via deamination of the piperidine followed by the Nazarov reaction of the intermediate hydrazono diene. According to the QSAR through ADMET calculation, the synthesized compounds may show high potential for biological studies.

Keywords: azacrown ether, piperidone, Nazarov reaction, hydrazone, cyclopenteno-13-crown-3 ether.

Bibliographic databases:

Document Type: Article

Language: English

*Supplementary materials:*
		Supplementary_data_1.pdf	(1.2 Mb)

Citation: D. T. T. Nguyen, H. H. Truong, N. T. Dao, V. T. T. Tran, O. S. Gorchakova, A. T. Le, “Unexpected hydrazine- and hydroxylamine-induced transformations of aza-14-crown-4 incorporating 4-oxopiperidine-3-carboxylate moiety”, Mendeleev Commun., 33:5 (2023), 708–710

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https://www.mathnet.ru/eng/mendc502

https://www.mathnet.ru/eng/mendc/v33/i5/p708

This publication is cited in the following 2 articles:

Citing articles in Google Scholar: Russian citations, English citations
Related articles in Google Scholar: Russian articles, English articles

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