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1-[1-(Benzyloxy)-3-methylnaphthalen-4-yloxy]propan-2-one (1a) took place a cyclization, debenzylation and oxidation to form 9-substitued benzo[de]chromene-7,8-dione (2a) and5-benzyl-9-substitued benzo[de]chromene-7,8-dione (3a). The mechanisms for these reactions were discussed.