
%0 Journal Article
%A Piggott, Matthew J. 
%A Wege, Dieter 
%T Some Cycloaddition Reactions of 5,8-Dimethoxynaphtho[2,3-<emph type="2">c</emph>]furan-4,9-dione
%J Australian Journal of Chemistry
%D 1998/10/05
%V 51
%N 9
%P 819-824
%K 
%R https://doi.org/10.1071/C98031
%U https://www.publish.csiro.au/paper/C98031 
%X Methylation of 5,8-dihydroxynaphtho&#91;2,3-c&#93;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 &#91;4+2&#93; 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. 
