ChemInform Abstract: Synthesis of 5-Methyl-6H-pyrido(4,3-b)carbazole-11-methanol.
Abstract
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ChemInform Abstract
The keto lactam (II), prepared from indole (I) in five steps, is reductively methylated with methyllithium (III) to yield either the hydroxylactam (IV) or the lactone (VI) depending on the work-up procedure. Both, (IV) and (VI) undergo rearrangement upon further reduction, forming 11-porellipticine (V). The lactone (VI) and the trimethylsilyl ether derived from (IV) are coupled with lithiated formaldehyde diethyl dithio acetal (VII) and then reductively rearranged to produce the pyridocarbazole (VIII). Degradation of the thioacetal moiety, followed by reduction of the aldehyde group, gives the title compound (X). (Yields only partly given).
