655229-97-3

Upstream product

• 655230-45-8 (2-azido-5-bromophenyl)methanol 
• 20615-76-3 2-azidobenzyl alcohol 
• 140-89-6 potassium ethyl xanthogenate 
• 655229-87-1 2-azido-5-bromobenzyl bromide 

Downstream Products

• 566942-93-6 dithiocarbonic acid S-(5-bromo-2-diphenylvinylideneamino-benzyl) ester O-ethyl ester 
• 655230-14-1 dithiocarbonic acid O-ethyl ester S-(5-bromo-2-triphenylphosphoranylideneamino)benzyl ester 

Relevant academic research and scientific papers

Intramolecular addition of benzylic radicals onto ketenimines. Synthesis of 2-alkylindoles

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

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.