摘要/Abstract

芳并吡喃-4-酮骨架存在于许多天然及合成的生物活性物质中，因此发展其高效合成方法极具实用价值.本工作以氯化铁为催化剂催化3-甲基巴豆酸萘酯转化生成一系列2，3-二氢苯并色原酮，由原料通过发生Fries重排/氢烷氧化串联反应生成目标化合物.该方法所用催化剂价廉易得，转化效率较高，为合成芳并吡喃-4-酮类化合物提供了一种经济，实用和高效的新方法.
关键词: 三氯化铁, 芳并吡喃酮, 催化, Fries重排, 氢烷氧化反应
Aromatic-fused pyran-4-one skeleton exists in many natural and synthetic biologically active materials. An efficient method for the transformation of naphthyl 3-methylcrotonate to 2,3-dihydro-benzo[f]chromen-1-one catalyzed by ferric chloride is described, which provides a practical process to afford this type of biologically important compounds in good yields using commercially available and inexpensive catalyst. A two-step mechanism involving Fries rearrangement and intramolecular hydroalkoxylation is proposed.
Key words: ferric chloride, aromatic-fused pyrone, catalysis, Fries rearrangement, hydroalkoxylation


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