655230-20-9

Upstream product

• 603-35-0 triphenylphosphine 
• 655230-01-6 dithiocarbonic acid O-ethyl ester S-(2-azido-5-methylbenzyl) ester 
• 146954-08-7 2-azido-5-methylbenzyl chloride 

Downstream Products

• 566942-95-8 dithiocarbonic acid S-(2-diphenylvinylideneamino-5-methyl-benzyl) ester O-ethyl ester 
• 655230-84-5 dithiocarbonic acid O-ethyl ester S-(2-isothiocyanato-5-methyl-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.