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JOURNALS // Mendeleev Communications // Archive

Mendeleev Commun., 2017 Volume 27, Issue 1, Pages 14–15 (Mi mendc1880)

This article is cited in 2 papers

Communications

Regio- and stereoselective modification of cytosine with cyanopropargylic alcohols

A. G. Mal'kina, V. V. Nosyreva, O. A. Shemyakina, A. I. Albanov, B. A. Trofimov

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

Abstract: Cyanopropargylic alcohols (4-hydroxyalk-2-ynenitriles) add cytosine at the triple bond under mild conditions (3–5 mol% K2CO3, DMF, 20–25°C, 2–3 h) to afford regio- and stereoselectively the Michael adducts, (Z)-3-[4-amino-2-oxo-1(2H)-pyrimidinyl]-4-hydroxy-4-alkylalk-2-enenitriles, in80–88% yield.

Language: English

DOI: 10.1016/j.mencom.2017.01.003



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