Chemistry of 6H-pyrido[4,3-b]carbazoles. Part 13. Syntheses of ring-A- and ring-D-substituted ellipticines
Abstract
The synthesis of 3-hydroxymethyl-5,11 -dimethyl-6H-pyrido[4,3-b]carbazole is described, and uses a modified Cranwell–Saxton approach to ellipticines. The rearrangement of 9-allyl-6-methoxy-l,4-dimethylcarbazole to the 8-allyl isomer has been employed as the first step in a related synthesis of 7-(3-diethylaminopropyl)-9-methoxy-5,11-dimethyl-6H-pyrido[4,3-b]carbazole. Routes to potential starting materials for the syntheses of 1-, 8-, and 10-substituted ellipticines have also been investigated.