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ChemInform Abstract: Regioselective Electrophilic Substitution of 2-Hydroxy- and 2-Methoxy- Substituted Acridines. Application to the Synthesis of Pyrido(2,3,4-mn) acridine.

✍ Scribed by N. FIXLER; M. DEMEUNYNCK; J. LHOMME

Publisher: John Wiley and Sons
Year: 2010
Weight: 32 KB
Volume: 28
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199737169

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✦ Synopsis

Regioselective Electrophilic Substitution of 2-Hydroxy-and 2-Methoxy-Substituted Acridines. Application to the Synthesis of Pyrido(2,3,4-mn) acridine.

-The presence of a hydroxy or methoxy group in position 2 of acridines ( cf. (I) or (VII)) directs the electrophilic substitution by formaldehyde (II) in MesOH to position 1. This reactivity is successfully applied to the synthesis of pyridoacridine (XI), a heterocycle found in the alkaloid necatorone. -(FIXLER, N.; DEMEUNYNCK, M.; LHOMME,

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