Short syntheses of the natural dibenzofuran, ruscodibenzofuran (1) from readily available phenols are described. The key steps involve initial formation of a 2-isopropenylbenzofuran by reaction of an ortho-halogenophenol with cuprous isopropenylacetylide followed by cycloaddition of methyl propiolate, to provide a functionalized dibenzofuran.
R. T. Scannell and R. Stevenson, J. Chem. Soc., Perkin Trans. 1, 1983, 2927 DOI: 10.1039/P19830002927
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