首页> 外文期刊>RSC Advances >Ball milling for the quantitative and specific solvent-free Knoevenagel condensation plus Michael addition cascade in the synthesis of various 2-amino-4-aryl-3-cyano-4H-chromenes without heating
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Ball milling for the quantitative and specific solvent-free Knoevenagel condensation plus Michael addition cascade in the synthesis of various 2-amino-4-aryl-3-cyano-4H-chromenes without heating

机译:球磨用于定量和无溶剂的Knoevenagel缩合反应加Michael加成级联反应,无需加热即可合成各种2-氨基-4-芳基-3-氰基-4H-色烯

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摘要

Ball milling is used as a facile, efficient, cheap, and environmentally friendly procedure for the solvent-free three-component reaction of aromatic aldehydes with malononitrile and dimedone, or 1,3-cyclohexanedione, resorcinol, and alpha- and beta- naphthol. The reactions proceed quantitatively at room temperature by milling stoichiometric mixtures of the reagents in the presence of 10 mol% Na2CO3. This method offers the advantages of short reaction times, low cost, quantitative yields and simple work-up with no need of any organic solvent. It is thus enviro-economic without producing dangerous wastes. The orientation selectivity with beta-naphthol and resorcinol is discussed. Existing structural misattributions are pointed out and clarified by H-1 NMR spin coupling analysis.
机译:球磨法是一种简便,高效,便宜且环保的方法,用于芳族醛与丙二腈和二甲酮或1,3-环己二酮,间苯二酚以及α-和β-萘酚的无溶剂三组分反应。反应在室温下通过在10摩尔%的Na2CO3存在下研磨试剂的化学计量混合物来定量进行。该方法的优点是反应时间短,成本低,定量收率和后处理简单,不需要任何有机溶剂。因此它是环境经济的,不会产生危险废物。讨论了β-萘酚和间苯二酚的定向选择性。通过H-1 NMR自旋偶合分析指出并阐明了现有的结构失配。

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