SYNTHESIS OF 4,5-DISUBSTITUTED BENZO[C][2,7]NAPHTHYRIDINES BY COMBINED METALATION-PALLADIUM-CATALYZED CROSS-COUPLING STRATEGIES - PREPARATION OF 8H-PYRIDO[4,3,2-MN]ACRIDONE AS A MODEL OF CYSTODYTIN ALKALOIDS

Authors
GUILLIER F NIVOLIERS F COCHENNEC C GODARD A MARSAIS F QUEGUINER G
Citation
F. Guillier et al., SYNTHESIS OF 4,5-DISUBSTITUTED BENZO[C][2,7]NAPHTHYRIDINES BY COMBINED METALATION-PALLADIUM-CATALYZED CROSS-COUPLING STRATEGIES - PREPARATION OF 8H-PYRIDO[4,3,2-MN]ACRIDONE AS A MODEL OF CYSTODYTIN ALKALOIDS, Synthetic communications, 26(23), 1996, pp. 4421-4436
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
26
Issue
23
Year of publication
1996
Pages
4421 - 4436
Database
ISI
SICI code
0039-7911(1996)26:23<4421:SO4BBC>2.0.ZU;2-A
Abstract
A short and efficient synthesis of 8H-pyrido[4,3,2-mn]acridone is desc ribed. The strategy involves the preparation of 4-chloro-5-methylbenzo [c][2,7]naphtyridine, as key intermediate, by metalation and Palladium catalyzed cross-coupling reaction. A second cross-coupling reaction a nd subsequent oxydation by SeO2 led to the title compound.