Synthesis of nitrogen bicyclic scaffolds: pyrimido[1,2-a]pyrimidine-2,6-diones |
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| Authors: | Sylvain Grosjean Jean-Claude Meslin David Deniaud |
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| Affiliation: | a Laboratoire Chimie Et Interdisciplinarité: Synthèse, Analyse, Matière (CEISAM), UMR CNRS 6230, UFR des Sciences et des Techniques, Université de Nantes, 2, rue de la Houssinière, BP 92208, 44322 Nantes Cedex 3, France
b Laboratoire de Chimie Electrochimie Moléculaires et Chimie Analytique (CEMCA), UMR 6521, Université de Bretagne Occidentale, 6, avenue Victor Le Gorgeu, CS 93837, 29238 Brest Cedex 3, France |
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| 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. |
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| Keywords: | 1,3-Diazabutadienes [4+2] Cycloaddition Nitrogen heterocycles Dihydropyrimidinones Methylsulfanyl group |
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