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Antitumor Polycyclic Acridines. Part 13. Synthesis of 2-Substituted 7H-Pyrido[4,3,2-kl]acridines by Thermolysis of 9-(5-Alkyltriazol-1-yl)acridines.

✍ Scribed by Michael J. Ellis; Malcolm F. G. Stevens

Publisher: John Wiley and Sons
Year: 2003
Weight: 108 KB
Volume: 34
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.200333154

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✦ Synopsis

Fused pyridine derivatives R 0450

Antitumor Polycyclic Acridines. Part 13. Synthesis of 2-Substituted 7H-Pyrido[4,3,2-kl]acridines by Thermolysis of 9-(5-Alkyltriazol-1-yl)acridines. -Reaction of phosphoranylidene ketones (I) with 9-azidoacridine (II) affords 9-triazolylacridines (III), which on thermolysis suffer Graebe-Ullmann cyclization furnishing 2-substituted 7H-pyrido[4,3,2-kl]acridines (IV) in high yields. These tetracyclic acridines appear to be less potent inhibitors of human tumor cells in vitro than their pentacyclic counterparts.

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