The work described in this thesis is concerned with the preparation of "dimeric" derivatives of 6H-pyrido-5,11-dimethyl[4,3-b] carbazole (ellipticine) (1) . 9-Hydroxyellipticine (4) was prepared and esterified with adipic acid. 6-Hydroxy-l, 4-dimethylcarbazole was synthesised as a model compound, and the alkylation of this material was studied. A synthesis of 1-butylellipticine from 1,4-dimethylcarbazole was attempted, but resulted in the formation of a "dimeric" carbazole derivative. The synthesis of ellipticines bearing various substituents at position 3- was attempted starting from 1,4-dimethylcarbazoles. The final section describes attempts to prepare ellipticines with various 5-substituents starting from 3-[1-[3'-(4-cyanopyridyl)] ethyl] indole. Two 5-alkenyl-ellipticines were prepared by this route, and the reactivity of the alkenyl side chains was studied.
|Date of Award||1984|