| Abstrak/Abstract |
Mannich reactions of 4,6-dimethoxy-2,3-disubstituted indoles with bis(aminol)ethers catalysed by trifluoroacetic anhydride give pyrroloquinazoline derivatives through reaction at C7 and N1. 3-(4Chlorophenyl)-4,6-dimethoxyindoles with electron withdrawing substituents at C7 react with formaldehyde and dimethylamine to give the corresponding 2-dimethylaminomethyl derivatives. They also react with N,N-bis(methoxymethyl)benzylamine catalysed by trichloromethylsilane to give Mannich base C2-linked diindole compounds. More strongly acidic conditions (e.g. trifluoroacetic anhydride) favour the formation of 2,2’-diindolylmethanes, which are preferably generated from the indoles by reaction with formaldehyde in methanolic hydrochloric acid. Reactions of a Mannich base C2-linked diindole 7,7’-dicarbaldehyde with 1,2-diaminobenzene and 1,2-diaminoethane give macrocyclic diimines, and a nickel(II)complex of one of these is reported. |
