首页> 外文期刊>Monatshefte fur Chemie >Polyvinylpolypyrrolidone-supported boron trifluoride: a mild and efficient catalyst for the synthesis of 1,8-dioxooctahydroxanthenes and 1,8-dioxodecahydroacridines
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Polyvinylpolypyrrolidone-supported boron trifluoride: a mild and efficient catalyst for the synthesis of 1,8-dioxooctahydroxanthenes and 1,8-dioxodecahydroacridines

机译:聚乙烯基吡咯烷酮负载的三氟化硼:一种温和而有效的催化剂,用于合成1,8-二氧杂八氢氧杂蒽和1,8-二氧杂二十二氢ac啶

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摘要

Polyvinylpolypyrrolidone- supported boron trifluoride has been studied for the synthesis of 1,8-dioxooctahydroxanthenes and 1,8-dioxodecahydroacridines. The reaction proceeded via condensation of: (1) aromatic aldehydes (1 eq.) and 5,5-dimethyl-l,3-cyclohexanedione (2 eq.) in acetonitrile at room temperature, (2) aromatic aldehydes (1 eq.), 5,5-dimethyl-l,3-cyclohexanedione (2 eq.), and aromatic amines (1 eq.) in acetonitrile at 80 °C in the presence of polyvinylpolypyrrolidone-supported boron trifluoride. This procedure cleanly converted a variety of aryl aldehydes with different substituent groups at ortho, meta, or para positions to the corresponding products. Convenience and efficiency, an easy work-up procedure, high yield, and simple preparation of the catalyst are some advantages of this method. In addition, the polyvinylpolypyrrolidone-supported boron trifluoride complex is a high loaded Lewis acid, which is stable, easy to handle, and retains effective activity after several months of storage.
机译:已经研究了聚乙烯基聚吡咯烷酮负载的三氟化硼用于合成1,8-二氧杂八氢氧杂蒽和1,8-二氧杂二十二氢ac啶。该反应通过在室温下在乙腈中缩合:(1)芳族醛(1eq。)和5,5-二甲基-1,3-环己二酮(2eq。),(2)芳族醛(1eq。) ,在聚乙烯基吡咯烷酮负载的三氟化硼存在下,在80°C的乙腈中加入5,5-二甲基-1,3-环己二酮(2 eq。)和芳族胺(1 eq。)。该方法将邻位,间位或对位具有不同取代基的各种芳基醛干净地转化为相应的产物。这种方法的优点是方便,高效,后处理容易,产率高,催化剂的制备简单。另外,聚乙烯基聚吡咯烷酮负载的三氟化硼配合物是高负载的路易斯酸,其稳定,易于处理并在储存数月后仍保持有效活性。

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