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.
Citation:
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-a]pyrazin-1-ones”, Mendeleev Commun., 31:2 (2021), 259–261
Linking options:
https://www.mathnet.ru/eng/mendc899
https://www.mathnet.ru/eng/mendc/v31/i2/p259
This publication is cited in the following 3 articles:
Yuri A. Kovygin, Khidmet S. Shikhaliev, Yana Yu. Shmoylova, “Efficient Synthesis of Tetrahydropyrazolo[1,5-a]pyrimidines Based on the Recyclization of N-Arylitaconimides with Aminopyrazoles”, Synthesis, 56:17 (2024), 2703
Vasilii V. Pelipko, Ruslan I. Baichurin, Konstantin A. Lyssenko, Sergey V. Makarenko, “Nitromethylidene-containing piperazinones and morpholinone: synthesis and structure”, Chem Heterocycl Comp, 59:4-5 (2023), 322
Shengguo Duan, Cong Chen, Yidian Chen, Yuchen Jie, Huan Luo, Ze-Feng Xu, Bin Cheng, Chuan-Ying Li, “Two reaction modes of 1-sulfonyl-1,2,3-triazoles and pyridinium 1,4-zwitterionic thiolates: catalyst-free synthesis of pyrido[1,2-a]pyrazine derivatives and 1,4-thiazine derivatives”, Org. Chem. Front., 8:24 (2021), 6962
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