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FACILE SYNTHESIS OF THE AZOCINO[4,3-b]INDOLE FRAMEWORK OF STRYCHNOPIVOTINE AND OTHER Strychnos ALKALOIDS

Nesimi Uludag, Recep Yılmaz, Oktay Asutay, Naki Colak
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Abstract


A new synthetic route to the 1,5-methanoazocino[4,3-b]indole is described. The aim of the present study is to provide a tetracyclic skeleton for the synthesis of pentacyclic Strychnos alkaloids (tubifolidine and strychnopivotine). Starting from a carbazole derivative, the ring closure was achieved by an intramolecular aldol reaction. The final product was obtained in 45% in the overall yield over 7 steps.

How to Cite
Uludag, N.; Yılmaz, R.; Asutay, O.; Colak, N. Chem. Heterocycl. Compd. 2016, 52, 196. [Khim. Geterotsikl. Soedin. 2016, 52, 196.]

For this article in the English edition see DOI 10.1007/s10593-016-1860-4


Keywords


1,5-methanoazocino[4,3-b]indole; Strychnos alkaloids

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