title: Synthesis and Diels-Alder cycloadditions of exo-imidazolidin-2-one dienes.
abstract: An efficient and versatile synthesis of novel exo-imidazolidin-2-one dienes is described. This involves the base-assisted condensation/cyclization cascade reaction of the monoimino derivatives of diacetyl with a series of isocyanates. This methodology enables preparation of symmetrical dienes, as long as the substrates have the same N substituent. Moreover, use of different N-substituted starting materials leads to formation of nonsymmetrical dienes. The reactivity of these dienes was evaluated in Diels-Alder reactions, showing a high reactivity.
authors.affiliation: Departamento de Química Orgánica, Escuela Nacional de Ciencias Biológicas, Instituto Politécnico Nacional, Prol. Carpio y Plan de Ayala, S/N, 11340 México, DF Mexico.
authors.forename: Rafael
authors.initials: R
authors.lastname: Bautista
authors.forename: Pablo
authors.initials: P
authors.lastname: Bernal
authors.forename: Rafael
authors.initials: R
authors.lastname: Herrera
authors.forename: Blanca M
authors.initials: BM
authors.lastname: Santoyo
authors.forename: J Miguel
authors.initials: JM
authors.lastname: Lazcano-Seres
authors.forename: Francisco
authors.initials: F
authors.lastname: Delgado
authors.forename: Joaquín
authors.initials: J
authors.lastname: Tamariz
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D001562:Benzimidazoles / Q000737:chemistry; D048289:Imidazolidines / Q000138:chemical synthesis* / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation
chemical_list: D000475:Alkenes; D001562:Benzimidazoles; D048289:Imidazolidines; C004916:ethylene urea; C053110:benzimidazol-2-one