89346-29-2

Upstream product

• 622-88-8 4-bromophenylhydrazine hydrochloride 
• 79172-35-3 1-(2-methoxyethenyl)-2-methyl-3-nitrobenzene 

Downstream Products

• 89346-42-9 10-bromo-7-methyl-4-nitro-7H-naphth<2,1-b>indole 
• 89346-41-8 6-(5-bromo-1-methyl-1H-indol-3-yl)-2-nitrobenzeneacetaldehyde 
• 89346-35-0 5-bromo-3-(2-methyl-3-nitrophenyl)-1-<(4-methyl-phenyl)sulfonyl>-1H-indole 
• 89346-36-1 5-Bromo-3-(2-methyl-3-nitro-phenyl)-indole-1-sulfonic acid dimethylamide 
• 89346-34-9 1-acetyl-5-bromo-3-(2-methyl-3-nitrophenyl)-1H-indole 

Relevant academic research and scientific papers

Rivularins. Preliminary Synthetic Studies

The 3,4'-biindole system of rivularin D has been synthesized from 1-(2,2-dimethoxyethyl)-2-methyl-3-nitrobenzene by consecutive Batcho-Leimgruber and Fischer indolizations. 5-Bromo-3-(2-methyl-3-nitrophenyl)-1H-indole could be converted to 5-bromo-1-methyl-3,4'-bi-1H-indole or 10-bromo-7-methyl-7H-naphthindol-4-amine by heating with N,N'-dimethylformamide dialkyl acetal, followed by reduction with Raney nickel/hydrazine.In contrast to the generally operative alkylation mechanism which involves the alkoxy groups of the intermediate alkoxyimminium ion derived from the N,N'-dialkylformamide dialkyl acetal, the N-methylation reactions presented here are shown to be unique examples where the N-methylation step is effected by the N-methyl groups of N,N'-dimethylformamide dimethyl acetal.