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| - A Convenient Preparation ofFunctionalized 1,8-DioxygenatedNaphthalenes from6-Alkoxybenzocyclobutenones
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| - An alternate route for the synthesis of naphthalene building blocks 1−4 has been developed, starting fromreadily available 6-alkoxybenzocyclobutenones. As thermolysis of a propynylbenzocyclobutenol only provided the naphthalene in low yield, allenyl-substituted benzocyclobutenolswere investigated. The desired allenic precursors wereprepared by a two-step procedure, which involved hydroxyl-directed reduction of the chloropropargylbenzocyclobutenolsobtained from addition of lithiopropargyl chloride to thebenzocyclobutenones. Thermolysis of the allenic alcoholsgave the desired naphthalenes in good yields.
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