The Synthesis of Ventilone A

Matthew Piggott, Dieter Wege

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

2-Amino-3,6-dimethoxy-4,5-methylenedioxybenzoic acid (12) was prepared from 1,4-dimethoxy-2,3-methylenedioxybenzene (8) via the isatin (11). The benzyne generated from (12) was intercepted with 3-acetyl-2-ethoxy-4[(4-methoxyphenoxy)methyl] furan (4) to give the naphthol (27), which on treatment with ceric ammonium nitrate gave the dimethyl ether of ventilone A (29). Demethylation with boron tribromide then afforded ventilone A (1).
Original languageEnglish
Pages (from-to)749-754
JournalAustralian Journal of Chemistry
Volume53
Issue number2000
DOIs
Publication statusPublished - 2000

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