title: A cascade reaction of azolopyrimidines. Synthesis of unusual indole and azaindole derivatives.
abstract: The reaction of bromo substituted pyrido[3',2':4,5]pyrrolo-[1,2-c]pyrimidine and pyrimido[1,6-a]indole methyl carboxylates with primary amines is described. The expected amide formation occurs but it is followed by an unexpected cascade process involving attack of the amine to the pyrimidine ring, opening of the pyrimidine ring, loss of the bromine substituent and competitive cyclizations to afford unusual imidazolidene substituted indoles and azaindoles.
authors.affiliation: Departamento de Química Orgánica, Universidad de Alcalá, 28871-Alcalá de Henares, Madrid, Spain.
authors.forename: María
authors.initials: M
authors.lastname: Morón
authors.forename: Carolina
authors.initials: C
authors.lastname: Burgos
authors.forename: Julio
authors.initials: J
authors.lastname: Alvarez-Builla
authors.forename: Antonio
authors.initials: A
authors.lastname: Salgado
authors.forename: Marta E G
authors.initials: ME
authors.lastname: Mosquera
authors.forename: Juan J
authors.initials: JJ
authors.lastname: Vaquero
mesh_terms: D000588:Amines / Q000138:chemical synthesis / Q000737:chemistry; D001372:Aza Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D054879:Halogenation; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D011743:Pyrimidines / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D000588:Amines; D001372:Aza Compounds; D007211:Indoles; D011743:Pyrimidines