title: Complementary regioselectivity in the synthesis of iminohydantoins: remarkable effect of amide substitution on the cyclization.
abstract: Complementary regioselective synthesis of iminohydantoins from isocyanoacetamides controlled by the substituent on the amide group has been described. 4-Iminohydantoins were the major products when the starting materials were N-alkyl isocyanoamides, whereas 2-iminohydantoins were the major products with N-aryl isocyanoamides.
authors.affiliation: Departamento de Química, Facultad de Ciencias, Universidad de Burgos, 09001 Burgos, Spain. magaval@ubu.es
authors.forename: María
authors.initials: M
authors.lastname: García-Valverde
authors.forename: Stefano
authors.initials: S
authors.lastname: Marcaccini
authors.forename: Alfonso
authors.initials: A
authors.lastname: González-Ortega
authors.forename: Francisco Javier
authors.initials: FJ
authors.lastname: Rodríguez
authors.forename: Josefa
authors.initials: J
authors.lastname: Rojo
authors.forename: Tomás
authors.initials: T
authors.lastname: Torroba
mesh_terms: D000577:Amides / Q000138:chemical synthesis / Q000737:chemistry*; D003500:Cyclization; D006827:Hydantoins / Q000138:chemical synthesis* / Q000737:chemistry; D007097:Imines / Q000138:chemical synthesis* / Q000737:chemistry; D009570:Nitriles / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D000577:Amides; D006827:Hydantoins; D007097:Imines; D009570:Nitriles; C031594:2-cyanoacetamide