title: 1,3,5-Trisubstituted and 5-acyl-1,3-disubstituted hydantoin derivatives via novel sequential three-component reaction.
abstract: 1,2-Diaza-1,3-dienes (DDs) react as Michael acceptors with primary amines to afford α-aminohydrazone derivatives that were in situ coupled with isocyanates. Intramolecular ring closure of the asymmetric urea derivatives so formed allows for a selectively substituted hydantoin ring to be obtained. The hydrazone side chain introduced by the conjugated heterodiene system at the 5-position of the heterocycle represents a valuable functionality for accessing novel 5-acyl derivatives difficult to obtain by other methods.
authors.affiliation: Istituto di Chimica Organica, Università degli Studi di Urbino Carlo Bo, Via I Maggetti 24, 61029 Urbino, Italy.
authors.forename: Orazio A
authors.initials: OA
authors.lastname: Attanasi
authors.forename: Lucia
authors.initials: L
authors.lastname: De Crescentini
authors.forename: Gianfranco
authors.initials: G
authors.lastname: Favi
authors.forename: Simona
authors.initials: S
authors.lastname: Nicolini
authors.forename: Francesca Romana
authors.initials: FR
authors.lastname: Perrulli
authors.forename: Stefania
authors.initials: S
authors.lastname: Santeusanio
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D001372:Aza Compounds / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D006827:Hydantoins / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure
chemical_list: D000475:Alkenes; D000588:Amines; D001372:Aza Compounds; D006827:Hydantoins