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2005
Alkaloids
U 0600
23- 212
Synthesis of the Benzo-β-Carboline Isoneocryptolepine: The Missing Indoloquinoline Isomer in the Alkaloid Series Cryptolepine, Neocryptolepine and Isocryptolepine. — Two novel approaches towards title compound (X) are developed. The first
one is based on a Suzuki coupling—intramolecular nitrene insertion strategy, the second one on a Buchwald—Hartwig amination followed by intramolecular Heck-type
cyclization. The first approach furnishes the key skeleton (V) with the highest overall
yield hitherto reported while the second uses cheap reagents. — (HOSTYN, S.;
MAES*, B. U. W.; PIETERS, L.; LEMIERE, G. L. F.; MATYUS, P.; HAJOS, G.;
DOMMISSE, R. A.; Tetrahedron 61 (2005) 6, 1571-1577; Dep. Chem., Univ.
Antwerp, B-2020 Antwerpen, Belg.; Eng.) — Nuesgen
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