314284-07-6

Upstream product

• 609-67-6 2-Iodobenzoyl chloride 
• 134-32-7 1-amino-naphthalene 
• 88-67-5 2-Iodobenzoic acid 

Downstream Products

• 74881-59-7 2-Iodo-N-methyl-N-naphthalen-1-yl-benzamide 
• 36725-07-2 N-methyl-2-(naphthalen-1-yl)benzamide 
• 4643-33-8 N-methyl-N-(naphthalen-1-yl)benzamide 
• 59115-71-8 5H-benzo[c]phenanthridin-6-one 
• 109648-27-3 benzophenanthridin-8(7H)-one 
• 33238-18-5 (Z)-3-benzylidene-2-(naphthalen-1-yl)isoindolin-1-one 

Relevant academic research and scientific papers

KOtBu mediated synthesis of phenanthridinones and dibenzoazepinones

Synthesis of substituted phenanthridinones and dibenzoazepinones has been realized from 2-halo-benzamides in the presence of potassium tert-butoxide and a catalytic amount of 1,10-phenanthroline or AIBN. This new carbon-carbon bond forming reaction gives direct access to various biaryl lactams containing six- and seven-membered rings chemoselectively. Carbon-carbon coupling seems to proceed by the generation of a radical in the amide ring which leads to C-H arylation of aniline.

Electrochemical Reactions. Part 23. Intramolecular Radical Substitution during the Reduction of 2-Halogeno-N-methyl-N-naphthylbenzamides

Phenyl radical intermediates formed by the reductive cleavage of the carbon-halogen bond in 2-halogeno-N-methyl-N-(1-naphthyl)benzamides undergo intramolecular substitution to give N-methyl-2-(1-naphthyl)benzamide, and no N-methylbenzophenanthridone is formed.Reduction of 2-halogeno-N-methyl-N-(2-naphthyl)benzamides gives N-methyl-2-(2-naphthyl)benzamide, N-methylbenzophenanthridone, and N-methylbenzophenanthridone.These results complete our comparison of this electrochemical reaction with related radical Pschorr cyclisations.Further reduction of these initial reaction products occurs that only qualitative conclusions can be drawn from the product yields.