V. V. Baranov, M. M. Antonova, Yu. V. Nelyubina, N. G. Kolotyrkina, I. E. Zanin, A. N. Kravchenko, N. N. Makhova, “Regioselective synthesis of 2,8-disubstituted 1,5-diphenylglycolurils”, Mendeleev Commun., 2014, Volume 24, Issue 3,Pages <nobr>173

This article is cited in 13 papers

Communications

Regioselective synthesis of 2,8-disubstituted 1,5-diphenylglycolurils

V. V. Baranov^a, M. M. Antonova^a, Yu. V. Nelyubina^b, N. G. Kolotyrkina^a, I. E. Zanin^c, A. N. Kravchenko^a, N. N. Makhova^a

^a N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
^b A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation
^c Department of Chemistry, Voronezh State University, Voronezh, Russian Federation

Abstract: A new synthetic approach to 2,8-disubstituted 1,5-diphenylglycolurils is based on condensation of 1-(hydroxyalkyl)ureas (ureido alcohols) with tetrahydroimidazooxazolone and tetrahydroimidazooxazinone derivatives which were unexpectedly obtained by acid-catalyzed reaction of ureido alcohols with benzil. An X-ray diffraction study of the supramolecular organization of the obtained compounds revealed the chirality of the crystals of achiral glycoluril molecules.

Language: English

DOI: 10.1016/j.mencom.2014.04.017

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