Communications- The Synthesis of Triindole, and the Mixed Indole and Indole: Pyrrole Trimers

Polymerisation of indole. Part 2. A new indole trimer

“…Further, in the 'H n.m.r. spectrum, the formyl derivative (10) shows no signal corresponding to 3-H but a one-proton multiplet due to a benzene proton shifted downfield to 6 8.00 and three N H signals. These phenomena can be explained by supposing that 4-H of the formylated indole skeleton is subject to an anisotropic effect' of the formyl group at the peri-position.…”

Oligomerization ofN-Tosylindole with Aluminum Chloride

“…[12][13][14] In a study of the chemical reactivity of N-pivaloylindole, we found novel dimerization of N-pivaloylindole in the presence of AlCl 3 to give 1a-c. 15) These compounds were completely different from oligomerization products 2 and 3 [16][17][18][19] of indole itself under acidic conditions. We report in this communication novel dimerization products of N-tosylindole (4).…”

Ring-Opening of Indoles: An Unconventional Route for the Transformation of Indoles to 1H-Pyrazoles Using Lewis Acid

“…The aromaticity of indole restricts such ring-opening functionalization strategy. Recently, unconventional opening of C2–N1 bond of indoles was described (Scheme a). − On the other hand, the usage of C2C3 bond as electrophile for the in situ cyclization reaction followed by ring-opening of indole is unknown.…”