Tetrahedron

Synthesis of the benzo-β-carboline isoneocryptolepine: the missing indoloquinoline isomer in the alkaloid series cryptolepine, neocryptolepine and isocryptolepine

…, GLF Lemière, P Mátyus, G Hajós, RA Dommisse

Index: Hostyn, Steven; Maes, Bert U.W.; Pieters, Luc; Lemiere, Guy L.F.; Matyus, Peter; Hajos, Gyoergy; Dommisse, Roger A. Tetrahedron, 2005 , vol. 61, # 6 p. 1571 - 1577

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Citation Number: 67

Abstract

7H-Indolo [2, 3-c] quinoline has been synthesized in two steps via a new approach starting from commercially available 3-bromoquinoline and 2-bromoaniline. The new methodology consists of two consecutive palladium-catalyzed reactions: a selective Buchwald/Hartwig amination followed by an intramolecular Heck-type reaction. Alternatively, the same skeleton has also been prepared via the combination of a Suzuki arylation with an intramolecular ...