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Paper | Regular issue | Vol 34, No. 6, 1992, pp.1101-1106
Published online, 1st January, 1970
DOI: 10.3987/COM-91-5957
Tetracyclic Indole Derivatives from the Reaction of Methyl 2,4-Dioxo-6,6-dimethoxyhexanoate with Tryptamine: Indolo[2,3-a]quinolizidine vs 3,7a-Diazacyclohepta[jk]fluorene

Jean-Yves Laronze,* Jacqueline Laronze, F. Wemba-Lenga, and Jean Lévy

*Laboratoire de Transformations et Synthèse deSubstances Naturelles, associé au CNRS, Université de Reims, Faculté de Pharmacie, 51 rue Cognacq-Jay, 51096 Reims, France


Depending on the acid used for cyclization, reaction of methyl 6,6-dimethoxy-2,4-dioxohexanoate (4) with tryptamine yielded indoloquinolizidine (8) (AcOH) or diazacycloheptafluorene (10) (TFA). Treatment of 8 with TFA gave 10.