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Synthesis of nitrogen bicyclic scaffolds: pyrimido[1,2-a]pyrimidine-2,6-diones

Sylvain Grosjean 1 Smail Triki 2 Jean-Claude Meslin 1 Karine Julienne 1 David Deniaud 1
1 CEISAM - Chimie Et Interdisciplinarité : Synthèse, Analyse, Modélisation
2 CEMCA - Chimie, Electrochimie Moléculaires et Chimie Analytique
Abstract : The multi-step synthesis of 1,3,7-trisubstituted pyrimido[1,2-a]pyrimidinediones starting from isothiocyanates is described. These nitrogen bicycles were prepared by an iterative sequence of functionalization/cyclocondensation reactions. [4+2] Cycloaddition reactions took place between diazadienic chains and various acyl chlorides providing sophisticated heterobicycles.
Keywords : 1 3-Diazabutadienes [4+2] Cycloaddition Nitrogen heterocycles Dihydropyrimidinones Methylsulfanyl group
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https://hal.univ-brest.fr/hal-01577429
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Submitted on : Friday, August 25, 2017 - 4:14:54 PM
Last modification on : Monday, March 25, 2019 - 4:04:02 PM

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Sylvain Grosjean, Smail Triki, Jean-Claude Meslin, Karine Julienne, David Deniaud. Synthesis of nitrogen bicyclic scaffolds: pyrimido[1,2-a]pyrimidine-2,6-diones. Tetrahedron, Elsevier, 2010, 66 (52), pp.9912 - 9924. ⟨10.1016/j.tet.2010.10.059⟩. ⟨hal-01577429⟩

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