Journal of heterocyclic chemistry

The chemistry of 2H??3, 1??benzoxazine??2, 4 (1H)??dione (isatoic anhydride). 21. a mild process for the preparation of 10??alkyl??9??acridanones and it's application to the …

GM Coppola, HF Schuster

Index: Coppola, Gary M.; Schuster, Herbert F. Journal of Heterocyclic Chemistry, 1989 , vol. 26, p. 957 - 964

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Citation Number: 28

Abstract

Abstract 10-Substituted-9-acridanones are readily prepared by the reaction of the corresponding isatoic anhydride with the lithium enolate of 2-cyclohexen-1-one. The initially formed product, the 1, 2-dihydroacridone need not be purified but can be aromatized directly with DDQ to the desired acridone. This methodology is applicable to the synthesis of acridone natural products. Two alkaloids, 1, 2, 3-trimethoxy-10-methylacridone (9) and ...