Abstract:
Available β,γ-enones, the products of nucleophilic addition of ketones to phenylacetylene, react with guanidine in the KOH / DMSO system at 70°C to give 2-aminopyrimidines in up to 72% yield.
Citation:
E. Yu. Schmidt, I. V. Tatarinova, E. V. Ivanova, B. A. Trofimov, “2-Aminopyrimidines in just two steps from ketones, acetylenes and guanidine via β,γ enones”, Mendeleev Commun., 27:3 (2017), 283–284
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https://www.mathnet.ru/eng/mendc1969
https://www.mathnet.ru/eng/mendc/v27/i3/p283
This publication is cited in the following 6 articles:
Guizhou Yue, Biao Du, Qiumi Wang, Silu Cheng, Lan Ma, Cuifen Lu, Juhua Feng, Haipeng Hu, Sicheng Li, Qiao He, “DABCO-catalyzed mono- and bisallylation of β,γ-unsaturated ketones with Morita–Baylis–Hillman carbonates”, New J. Chem., 48:35 (2024), 15446
Arianna Quintavalla, Ruben Veronesi, Davide Carboni, Ada Martinelli, Nelsi Zaccheroni, Liviana Mummolo, Marco Lombardo, “Chemodivergent Photocatalytic Synthesis of Dihydrofurans and β,γ‐Unsaturated Ketones”, Adv Synth Catal, 363:13 (2021), 3267
Boris A. Trofimov, Elena Yu. Schmidt, “Acetylenes in the Superbase-Promoted Assembly of Carbocycles and Heterocycles”, Acc. Chem. Res., 51:5 (2018), 1117
E. Yu. Schmidt, I. V. Tatarinova, I. A. Ushakov, B. A. Trofimov, “2,4,6-Trisubstituted 3,4-dihydropyrans from acetylene and ketones: deacetylation in the KOBut/DMSO system”, Mendeleev Commun., 28:2 (2018), 145–146
E. Yu. Schmidt, I. V. Tatarinova, N. I. Protsuk, I. A. Ushakov, B. A. Trofimov, “Dioximes of 1,6-heptanediones from acetylene and ketones: only three atom-economic steps”, Mendeleev Commun., 28:2 (2018), 143–144
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