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  • Title: Copper-catalyzed cascade preparation of dihydropyrimidin-4-ones from N-(prop-2-yn-1-yl)amides and azides.
    Author: Wang J, Wang J, Lu P, Wang Y.
    Journal: J Org Chem; 2013 Sep 06; 78(17):8816-20. PubMed ID: 23902364.
    Abstract:
    Dihydropyrimidin-4-ones were efficiently synthesized from copper catalyzed reaction between N-(prop-2-yn-1-yl)amides and sulfonylazides under mild conditions in moderate to excellent yields (up to 96% yields). The cascade process involves the copper-catalyzed alkyne-azide cycloaddition, the formation of ketenimine intermediate, the intramolecular nucleophilic addition of ketenimine, and subsequent rearrangement.
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