147189-48-8

Upstream product

• 147189-46-6 3-formyl-1,1,7,7-tetramethoxy-4-heptanone 
• 147189-49-9 4-nitro-1,1,7,7-tetramethoxyheptane 
• 147189-45-5 1,1,7,7-tetramethoxy-4-heptanone 
• 147189-43-3 4-nitroheptanedial 
• 147189-44-4 1,1,7,7-tetramethoxy-4-heptanol 
• 329357-89-3 (3,3-dimethoxypropyl)magnesium bromide 
• 147189-47-7 3-aminomethylene-1,1,7,7-tetramethoxy-4-heptanone 
• 98-59-9 p-toluenesulfonyl chloride 
• 25770-53-0 N-tosyl-N',N'-dimethylformamidine 

Downstream Products

• 144024-33-9 3-chloro-2-<1-(4-methylphenyl)sulfonyl-4-indolyloxy>-1-propanol 
• 76989-09-8 1-chloro-3-<1-(4-methylphenyl)sulfonyl-4-indolyloxy>-2-propanol 
• 146073-19-0 3-<1-(4-methylphenyl)sulfonyl-4-indolyloxy>-1-propanol 
• 144024-32-8 4-<1-(4-methylphenyl)sulfonyl-3-pyrrolyl>-4-oxobutanal 
• 112970-67-9 4-methoxy-1-<(4-methylphenyl)sulfonyl>indole 
• 144024-31-7 4,4-dimethoxy-1-<1-(4-methylphenyl)sulfonyl-3-pyrrolyl>-1-butanone 

Relevant academic research and scientific papers

Preparation of alkyl-substituted indoles in the benzene portion. Part 8. Improved practical synthesis of 4,4-dialkoxy-1-(1-arylsulfonyl-3-pyrrolyl)-1-butanone and 4-(1-arylsulfonyl-3-pyrrolyl)-4-oxobutanal, and a novel synthetic procedure for 4-alkoxyindole derivatives

Important precursors (1 and 2) for the synthesis of 4-substituted indole derivatives were readily obtained by acid treatment of a tosylamide (13), which was prepared in a single operation by treatment of 10 with N-tosyl-N',N'-dimethylformamidine (TsN=CHNMe2). Compound (10) was effectively synthesized from nitromethane and acrolein by way of a nitro compound (15). A novel indole formation reaction from the tosyl-amide (13) to gain short access to 4-alkoxyindoles, such as 16, 17, 19, and 21 is presented.