title: Copper-catalyzed cascade preparation of dihydropyrimidin-4-ones from N-(prop-2-yn-1-yl)amides and azides.
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.
authors.affiliation: Department of Chemistry, Zhejiang University, Hangzhou 310027, P. R. China.
authors.forename: Jinjin
authors.initials: J
authors.lastname: Wang
authors.forename: Jing
authors.initials: J
authors.lastname: Wang
authors.forename: Ping
authors.initials: P
authors.lastname: Lu
authors.forename: Yanguang
authors.initials: Y
authors.lastname: Wang
mesh_terms: D000577:Amides / Q000737:chemistry*; D001386:Azides / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D015394:Molecular Structure; D011744:Pyrimidinones / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000577:Amides; D001386:Azides; D011744:Pyrimidinones; D003300:Copper