G. N. Chernysheva, M. D. Katerinich, I. A. Ushakov, I. B. Rozentsveig, “Diels–Alder trapping vs. amidoalkylation of cyclopentadiene with polychloroacetaldehyde sulfonylimines”, Mendeleev Commun., 30:5 (2020), 618

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Mendeleev Communications, 2020, Volume 30, Issue 5, Pages 618–620
DOI: https://doi.org/10.1016/j.mencom.2020.09.022 (Mi mendc1271)

This article is cited in 4 scientific papers (total in 4 papers)

Communications

Diels–Alder trapping vs. amidoalkylation of cyclopentadiene with polychloroacetaldehyde sulfonylimines

G. N. Chernysheva, M. D. Katerinich, I. A. Ushakov, I. B. Rozentsveig

A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk, Russian Federation

Full-text PDF (190 kB) Citations (4) Supplementary materials

DOI: https://doi.org/10.1016/j.mencom.2020.09.022

Graphic abstract: Diels–Alder trapping vs. amidoalkylation of cyclopentadiene with polychloroacetaldehyde sulfonylimines

Abstract: The reaction of chloral or dichloro(phenyl)acetaldehyde N-arylsulfonylimines with cyclopentadiene, depending on the reaction conditions, affords either Diels–Alder adducts, 2-arylsulfonyl-2-azabicyclo[2.2.1]hept-5-enes, or unexpectedly new amidoalkylated derivatives of cyclopentadiene, N-[(cyclopentadienyl)(polychloromethyl)methyl]arenesulfonamides.

Keywords: sulfonylimines, dienophiles, C-amidoalkylation, Diels–Alder cycloaddition, cyclopentadiene, aldimines, chloral.

Bibliographic databases:

Document Type: Article

Language: English

*Supplementary materials:*
		Supplementary_data_1.pdf	(2.4 Mb)

Citation: G. N. Chernysheva, M. D. Katerinich, I. A. Ushakov, I. B. Rozentsveig, “Diels–Alder trapping vs. amidoalkylation of cyclopentadiene with polychloroacetaldehyde sulfonylimines”, Mendeleev Commun., 30:5 (2020), 618–620

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https://www.mathnet.ru/eng/mendc1271

https://www.mathnet.ru/eng/mendc/v30/i5/p618

This publication is cited in the following 4 articles:

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

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