Synthesis of the benzo-β-carboline isoneocryptolepine: the missing indoloquinoline isomer in the alkaloid series cryptolepine, neocryptolepine and isocryptolepine
S Hostyn, BUW Maes, L Pieters, GLF Lemière… - Tetrahedron, 2005 - Elsevier
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
nitrene insertion starting from 4-chloroquinoline and {2-[(2, 2-dimethylpropanoyl) amino] …
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
nitrene insertion starting from 4-chloroquinoline and {2-[(2, 2-dimethylpropanoyl) amino] …
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