ZINC-MEDIATED METATHESIS IN THE BERNTHSEN CONDENSATION

Authors
MOSHER MD MORRIS TD WESTERBUHR S FOSTER C
Citation
Md. Mosher et al., ZINC-MEDIATED METATHESIS IN THE BERNTHSEN CONDENSATION, Heterocyclic communications, 2(6), 1996, pp. 521-524
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocyclic communications → ACNP
ISSN journal
07930283
Volume
2
Issue
6
Year of publication
1996
Pages
521 - 524
Database
ISI
SICI code
0793-0283(1996)2:6<521:ZMITBC>2.0.ZU;2-M
Abstract
The Bernthsen Condensation is a convenient method for the preparation of 9-alkylacridines from the reaction of a carboxylic acid with diphen ylamine. Attempts to prepare 9-substituted acridines using alpha,beta- unsaturated carboxylic acids gave 9-methylacridine as the only isolabl e product. This compound most likely arises via the zinc-mediated meta thesis of the carboxylic acid.