CuH催化的异腈的环化反应研究：合成取代吲哚类化合物

发布时间：2018-04-23 02:31

本文选题：吲哚类衍生物 + CuH物种　；参考：《东北师范大学》2016年硕士论文

【摘要】：吲哚类化合物是许多生物碱和药物分子的重要结构单元。例如,重要的营养剂色氨酸(Tryptophan),用于解热、缓解炎性疼痛的吲哚美辛(Indomethacin)等。另外,吲哚类化合物也是有机合成中的重要中间体,可以用于合成其他杂环化合物。因此,发展条件温和的合成吲哚类化合物的方法受到有机合成化学家的广泛关注。近年来,CuHH物种催化的各类反应越来越受到大家的关注。目前,大部分此类反应底物受限于不饱和烃类化合物,这极大程度限制了这类反应的进一步应用。通过文献调研,CuH中间体催化的烯基异腈的环化反应鲜少报导。因此发展一种CuH催化的异腈类化合物直接合成吲哚类化合物的方法,在化学合成研究领域具有重要的意义和价值。本论文实现了CuH催化的2-烯基异腈的氢化环合反应,该反应以醋酸亚铜为催化剂,三苯基膦为配体,苯硅烷为氢源,在室温条件下合成吲哚类化合物,为这类化合物的合成提供了新途径。
[Abstract]:Indole compounds are important structural units of many alkaloids and drug molecules. For example, tryptophanan, an important nutritional agent, is used to relieve fever and relieve inflammatory pain by indomethacin. In addition, indole compounds are also important intermediates in organic synthesis, which can be used to synthesize other heterocyclic compounds. Therefore, the development of mild methods for the synthesis of indole compounds has attracted extensive attention of organic synthetic chemists. In recent years, more and more attention has been paid to the reactions catalyzed by CuHH species. At present, most of these substrates are confined to unsaturated hydrocarbons, which greatly limits the further application of these reactions. The cyclization of alkenyl isonitrile catalyzed by CuH intermediates is seldom reported. Therefore, the development of a method for the direct synthesis of indole compounds from isonitrile compounds catalyzed by CuH is of great significance and value in the field of chemical synthesis. In this paper, the hydrogenation cyclization of 2-enyl isonitrile catalyzed by CuH was carried out. In this reaction, indoles were synthesized at room temperature using copper acetate as catalyst, triphenylphosphine as ligand and benzene silane as hydrogen source. It provides a new way for the synthesis of this kind of compounds.
【学位授予单位】：东北师范大学
【学位级别】：硕士
【学位授予年份】：2016
【分类号】：O626

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