566942-99-2Relevant articles and documents
Intramolecular addition of benzylic radicals onto ketenimines. Synthesis of 2-alkylindoles
Alajarin, Mateo,Vidal, Angel,Ortin, Maria-Mar
, p. 4282 - 4292 (2003)
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.
First radical addition onto ketenimines: A novel synthesis of indoles
Alajarin, Mateo,Vidal, Angel,Ortin, Maria-Mar
, p. 3027 - 3030 (2007/10/03)
A novel radical-mediated synthesis of 2-alkyl indoles is described. The method is a nonchain process based on the intramolecular addition of benzylic radicals onto the central carbon atom of a ketenimine function, resulting in a 5-exo-dig cyclization.
