Ya. Yu. Shmoylova, Yu. A. Kovygin, I. V. Ledenyova, M. A. Prezent, E. D. Daeva, S. V. Baranin, Kh. S. Shikhaliev, “An efficient synthesis of new polyfunctional hexahydro pyrido[1,2-<i>a</i>]pyrazin-1-ones”, Mendeleev Commun., 2021, Volume 31, Issue 2,Pages <nobr>259

This article is cited in 3 papers

Communications

An efficient synthesis of new polyfunctional hexahydro pyrido[1,2-a]pyrazin-1-ones

Ya. Yu. Shmoylova^a, Yu. A. Kovygin^a, I. V. Ledenyova^a, M. A. Prezent^b, E. D. Daeva^b, S. V. Baranin^b, Kh. S. Shikhaliev^a

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

Abstract: New polyfunctional hydrogenated pyrido[1,2-a]pyrazin- 1-ones were obtained by regioselective recyclization of N-arylitaconimides with alkyl (3-oxopiperazin-2-ylidene)acetates. The supposed cascade reaction pathway involves the Michael addition of the nucleophile to an activated double bond and subsequent intramolecular transamidation of the intermediate with simultaneous recycling.

Keywords: pyrido[1,2-a]pyrazin-1-ones, N-arylitaconimides, alkyl (3-oxopiperazin-2-ylidene)acetates, recyclization, microwave irradiation.

Language: English

DOI: 10.1016/j.mencom.2021.03.039

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