144024-32-8Relevant articles and documents
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
Utsunomiya,Muratake,Natsume
, p. 2358 - 2361 (2007/10/02)
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.