title: Intramolecular addition of benzylic radicals onto ketenimines. Synthesis of 2-alkylindoles.
abstract: The inter- and intramolecular addition of free radicals onto ketenimines is studied. All the attempts to add intermolecularly several silicon, oxygen or carbon centered radicals to N-(4-methylphenyl)-C,C-diphenyl ketenimine were unsuccessful. In contrast, the intramolecular addition of benzylic radicals, generated from xanthates, onto the central carbon of a ketenimine function with its N atom linked to the ortho position of the aromatic ring occurred under a variety of reaction conditions. These intramolecular cyclizations provide a novel radical-mediated synthesis of 2-alkylindoles.
authors.affiliation: Departamento de Química Orgánica, Facultad de Química, Universidad de Murcia, Campus de Espinardo, 30100 Murcia, Spain.
authors.forename: Mateo
authors.initials: M
authors.lastname: Alajarín
authors.forename: Angel
authors.initials: A
authors.lastname: Vidal
authors.forename: María-Mar
authors.initials: MM
authors.lastname: Ortín