172795-46-9Relevant academic research and scientific papers
Synthesis and utilisation of 2,7′-diindolylmethanes and a 2-(2-indolyl)pyrrolylmethane as macrocyclic precursors
Bowyer, Paul K.,Black, David StC.,Craig, Donald C.
, p. 10781 - 10792 (2007/10/03)
Treatment of 3-(4-chlorophenyl)-7-hydroxymethyl-4,6-dimethoxyindole with 3-(4-chlorophenyl)-4,6-dimethoxyindole results in the generation of two geometrically isomeric diindolylmethanes in addition to a novel triindolyl oligomer, which has been structurally characterised. The 2,7′- diindolylmethanes were found to be unstable under Vilsmeier formylation conditions, thus hampering macrocyle precursor construction. In an alternate approach, the 3-(4-chlorophenyl)-4,6-dimethoxyindole-7-carbaldehyde was converted into the indolyl-pyrrolyl macrocycle precursor 5-(3-(4-chlorophenyl)- 4,6-dimethoxyindole-2-ylmethyl)-4-ethyl-3-methylpyrrole-2,7-dicarbaldehyde, which was used to generate an unsymmetrical pentaaza macrocycle.
Calix[4]indoles: New macrocyclic tetra(indolylmethylene) compounds with 2,7-linkages
Black, David StC.,Craig, Donald C.,Kumar, Naresh
, p. 8075 - 8078 (2007/10/02)
Some 7-hydroxymethyl-3-aryl-4,6-dimethoxyindoles 1 undergo acid catalysed cyclotetramerisation in addition to cyclotrimerisation to give the calix[4]indoles 3 as well as the calix[3]indoles 2: the tetramers 3, which display a 1,3-alternate cube-like structure, can also be obtained by the acid catalysed dimerisation of 7-hydroxymethyl-2,7'-diindolylmethanes 7.
