SCHEDULED MAINTENANCE
An attempt to make benz[f]indene-4,9-quinone (I; R = H) by a reverse Diels–Alder route was unsuccessful because of the instability of this compound. A similar reaction to give the corresponding quinol dimethyl ether (III; R1= H, R2= Me) proved to be very efficient. The related 6,7-dimethylbenz[f]indene-4,9-diyl diacetate (III; R1= Me, R2= Ac) was synthesised by bromination–dehydrobromination of 2,3-dihydro-6,7-dimethylbenz[f]indene-4,9-diyl diacetate.
R. G. F. Giles and I. R. Green, J. Chem. Soc., Perkin Trans. 1, 1974, 228 DOI: 10.1039/P19740000228
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