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4H-[1]苯并吡喃[3,4-d]异噁唑-4-酮的合成(英文)
引用本文:邓兴国,邢媛媛,王有名,周正洪. 4H-[1]苯并吡喃[3,4-d]异噁唑-4-酮的合成(英文)[J]. 精细化工中间体, 2012, 42(4): 32-35
作者姓名:邓兴国  邢媛媛  王有名  周正洪
作者单位:1. 湖南食品药品职业学院,湖南 长沙,410014
2. 南开大学 元素有机化学研究所,天津,300071
摘    要:芳酰乙酸乙酯在乙氧基镁的作用下与取代的苯甲酰氯反应生成2-取代苯并吡喃酮。2-取代苯并吡喃酮和盐酸羟胺经Beckmann重排反应合成了4H-[1]苯并吡喃[3,4-d]异噁唑-4-酮。X衍射谱图表明,反应过程中表现区域选择性。对该反应的反应机理进行了初探。

关 键 词:4H-[1]苯并吡喃[3,4-d]异噁唑-4-酮  区域选择性  Beckmann重排  机理

Synthesis of 4H-[1]Benzopyrano[3,4-d]isoxazol-4-ones
DENG Xing-guo , XING Yuan-yuan , WANG YOU-ming , ZHOU Zheng-hong. Synthesis of 4H-[1]Benzopyrano[3,4-d]isoxazol-4-ones[J]. Fine Chemical Intermediates, 2012, 42(4): 32-35
Authors:DENG Xing-guo    XING Yuan-yuan    WANG YOU-ming    ZHOU Zheng-hong
Affiliation:1.Hunan Food and Drug Vocational College,changsha 410014,China;2.State Key Laboratory of ElementoOrganic Chemistry,Nankai University,Tianjin 300071,China)
Abstract:Ethyl benzoylacetate reacted with acetylsalicyloyl chloride in the presence of magnesium ethylate and ethyl 2-aryl-4-oxo-4H-[1]benzopyran-3-carbonate were gained,which reacted with hydroxylamine via Beckmann rearrangement and 4H-[1]benzopyrano[3,4-d]isoxazol-4-ones were gained.X-Ray analysis result of compound 2b confirmed the regioselectivity of the reaction.The mechanism of the formation of 4H-[1] benzopyrano[3,4-d]isoxazol-4-ones is also investigated.
Keywords:4H-[1]benzopyrano[3,4-d]isoxazol-4-one  regionselectivity  Beckmann rearrangement  mechanism
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