Naphtho[2,3-c]furan-4,9-dione and a Further Exploratory Approach to the Ring System of Ventilone A

K. Karichiappan, Dieter Wege

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

1,4-Dimethoxy-2,3-didehydronaphthalene (10), generated by the dehydrobromination of 2-bromo-1,4-dimethoxynaphthalene (9), was trapped with furan and 2-methylfuran, and the resulting adducts were converted into naphtho[2,3-c]furan-4,9-dione (1) and 1-methylnaphtho[2,3-c]furan-4,9-dione (19) respectively. An attempt to extend this procedure to the synthesis of ventilone A (2) failed when the adduct (31), derived from 6,7-methylenedioxy-1,4,5,8- tetramethoxy-2,3-didehydronaphthalene (30) and 2-methylfuran, could not be oxidized selectively.
Original languageEnglish
Pages (from-to)743-747
JournalAustralian Journal of Chemistry
Volume53
Issue number2000
DOIs
Publication statusPublished - 2000

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