Facile Synthesis of Phenanthridinone Alkaloids via Suzuki–Miyaura Cross‐coupling

Phenanthridinone alkaloids crinasiadine 1 and N‐alkylcrinasiadines 6, 7, 8, 9, 10 have been synthesized based on palladium‐catalyzed tandem C–C and C–N bond formation starting from 2‐aminophenylboronic acid and 2‐bromobenzoate in short steps. Related alkaloids, 5,6‐dihydrobicolorine 2, trisphaeridin...

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Veröffentlicht in:Journal of heterocyclic chemistry 2017-03, Vol.54 (2), p.1645-1651
Hauptverfasser: Kuwata, Yoshiyuki, Sonoda, Motohiro, Tanimori, Shinji
Format: Artikel
Sprache:eng
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Zusammenfassung:Phenanthridinone alkaloids crinasiadine 1 and N‐alkylcrinasiadines 6, 7, 8, 9, 10 have been synthesized based on palladium‐catalyzed tandem C–C and C–N bond formation starting from 2‐aminophenylboronic acid and 2‐bromobenzoate in short steps. Related alkaloids, 5,6‐dihydrobicolorine 2, trisphaeridine 3, and bicolorine 12 have also been synthesized.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.2725