Photo Fries rearrangements of 1-naphthyl esters in the synthesis of 2-acylnaphthoquinones

…, SL Hurlbut, DMS Wheeler

文献索引：Crouse, David J.; Hurlbut, Sheri L.; Wheeler, Desmond M.S. Journal of Organic Chemistry, 1981 , vol. 46, p. 374 - 378

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被引用次数: 61

摘要

The photo Fries rearrangements of esters of 1-naphthol and 5-methoxy-1-naphthol to the corresponding 1-hydroxy-2-acylnaphthalenes have been carried out. The best yield (70%) was obtained by irradiating 5-methoxy-1-naphthyl acetate in ethyl acetate. By contrast the yield from 1-naphthyl acetate under simi conditiona was 40%. Oxidation of l-hydroxy-5- methoxy-2-naphthyl cyclohexyl ketone with thallium trinitrate gave the corresponding 1, ...