The (E)-dienol, hydroxy-o-quinone dimethide (2), formed preferentially by heating benzocyclobutenol, readily undergoes (4πs+2πs) cycloadditions and has been used as an entry into tetracyclic systems of the naphthacene series.
B. J. Arnold and P. G. Sammes, J. Chem. Soc., Chem. Commun., 1972, 30 DOI: 10.1039/C39720000030
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