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Communication | Regular issue | Vol 38, No. 4, 1994, pp.725-732
Published online, 1st January, 1970
DOI: 10.3987/COM-93-6639
On the Synthesis of the Oxindole Alkaloid: (±)-Horsfiline

Sophie-Isabelle Bascop, Janos Sapi, Jean-Yves Laronze,* and Jean Lévy

*Laboratoire de Transformation et Syntheses deSubstances Naturelles, UA CNRS 492, Faculté de Pharmacie, Université de Reims-Champagne-Ardenne, 51, rue Cognacq-Jay, F-51096 Reims Cedex, France

Abstract

Two syntheses of the title compound [(±)-1a] have been described: the first one is based upon the oxidative rearrangement of 7-methoxy-N-methyltetrahydro-γ-carboline (6a), while the second path involves a spirocyclization between 2-oxo-5-methoxytryptamine (18a) and formaldehyde.