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Facile Synthesis of Phenanthridinone Alkaloids via Suzuki–Miyaura Cross‐coupling
Author(s) -
Kuwata Yoshiyuki,
Sonoda Motohiro,
Tanimori Shinji
Publication year - 2017
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2725
Subject(s) - chemistry , tandem , palladium , combinatorial chemistry , organic chemistry , stereochemistry , catalysis , medicinal chemistry , materials science , composite material
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.