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Synthèse d'analogues bihétérocycliques de pyridocarbazoles à partir de 3-oxobenzo[b] furanne, sélénophène et thiophène

Abstract : Certain 6H-pyrido[4.3-b][1]carbazoles, like, ellipticine, 9-methoxyellipticine and olivacine, occur as alkaloids in plants of the family apocyanaceae. These natural products, despite their apparent structural simplicity, are the subject of continuing interest because of their potential anti-cancer activity. In the last years, for example, no less than fifteen different synthetic routes to pyridocarbazoles have been investigated, this effort being largely stimulated by the desire to obtain new derivatives and analogues for pharmacological evaluation. The first objective of this work was to synthesize some new biheterocyclic analogues of ellipticines and isoellipticine by different routes : Pomeranz-fritsch cyclisation, Bischler-Napieralski method, Staudinger reaction followed by the tandem aza-Wittig/electrocyclisation strategy, thermal decomposition of azidoacrylates. All efforts to prepare these analogues are described here
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Nachwa Jarkas. Synthèse d'analogues bihétérocycliques de pyridocarbazoles à partir de 3-oxobenzo[b] furanne, sélénophène et thiophène. Autre. Université Paul Verlaine - Metz, 1997. Français. ⟨NNT : 1997METZ016S⟩. ⟨tel-01777202⟩

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