Synthesis of tetra- and octahydroxanthene derivatives by the condensation of dimedone with aromatic aldehydes

Autor:	Pyrko, A. N.
Zdroj:	Chemistry of Heterocyclic Compounds; June 1996, Vol. 32 Issue: 6 p635-645, 11p
Abstrakt:	The reaction of dimedone with salicyl and 2-hydroxy-1-naphthoyl aldehydes gave derivatives of tetrahydroxanthene and tetrahydrobenzo[a]xanthene and not aldimedone as occurs in condensations with other aldehydes. Derivatives of decahydroacridine were obtained by reaction of the tetrahydroxanthene derivatives with methyl-and ethylamine. Tetrahydro- and octahydroxanthene derivatives were obtained from the reaction of acetylsalicylaldehyde with dimedone in acetic anhydride. The structures of the ketoenol forms of the products containing aß-ketoenol unit were determined by1H and13C NMR spectroscopy, and the mechanism of their interconversion is discussed.
Databáze:	Supplemental Index
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