D. E. Shybanov, M. E. Kukushkin, V. A. Tafeenko, N. V. Zyk, Yu. K. Grishin, V. A. Roznyatovsky, E. K. Beloglazkina, “Different addition modes of cyclopentadiene and furan at methylidene(thio)hydantoins”, Mendeleev Commun., 2021, Volume 31, Issue 2,Pages <nobr>246

This article is cited in 8 papers

Communications

Different addition modes of cyclopentadiene and furan at methylidene(thio)hydantoins

D. E. Shybanov, M. E. Kukushkin, V. A. Tafeenko, N. V. Zyk, Yu. K. Grishin, V. A. Roznyatovsky, E. K. Beloglazkina

Department of Chemistry, M.V. Lomonosov Moscow State University, Moscow, Russian Federation

Abstract: 3-Methylidene-5-phenylhydantoin and 3-methylidene-5-phenylthiohydantoin react with cyclopentadiene forming spirocyclic Diels–Alder adducts. In contrast, their reactions with furan in the presence of AlCl₃ give the products of the furan α-amidoalkylation.

Keywords: hydantoins, thiohydantoins, Diels–Alder reaction, α-amidoalkylation, X-ray.

Language: English

DOI: 10.1016/j.mencom.2021.03.034

	*Supplementary materials:*
		Supplementary_data_1.pdf	1.1 Mb