Some Cycloaddition Reactions of 5,8-Dimethoxynaphtho[2,3-c]furan-4,9-dione

Matthew Piggott, Dieter Wege

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

Methylation of 5,8-dihydroxynaphtho[2,3-c]furan-4,9-dione (5) gave, in addition to the title ether (7), the fragmentation products 4-hydroxy-1,5,8-trimethoxy-3-methylnaphthalene-2-carbaldehyde (8) and its methyl ether (9). Addition of benzyne to (7) afforded mainly the expected [4+2] cycloadduct (15) and minor amounts of adduct (16), derived by addition of (7) to (15), and adduct (19), derived by a homo- or 1,3-addition of benzyne to (15), followed by decarbonylation. Adducts of (7) with 1,4-dihydro-1,4-epoxynaphthalene and dimethyl acetylenedicarboxylate also were prepared.
Original languageEnglish
Pages (from-to)819-824
JournalAustralian Journal of Chemistry: an international journal for chemical science
Volume51
Issue numberN/A
DOIs
Publication statusPublished - 1998

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