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Progress of synthesis of indanones

CHAI Fenglan,XU Haiyun   

  1. Henan Vocational College of Chemical Technology,Zhengzhou 450042,Henan,China
  • Online:2014-11-01 Published:2014-11-05

茚酮化合物合成方法研究进展

柴凤兰,徐海云   

  1. 河南化工职业学院,河南 郑州 450042

Abstract: Indanones are found in a large number of natural products. Indanones possess a variety of physiological activity and are utilized as important intermediates in organic synthesis of medicines,pesticides and dyes. The cyclization method for the synthesis of indanone is discussed,and intramolecular Friedel-Crafts cyclization is the classical process of indanone synthesis. The advantages of this method are mature technology,simple post-processing and easy industrialization; its disadvantages are a large number of scrap liquid including aluminium,which pollute the environment. Meanwhile,the recent methods (e.g. rearrangement and photochemical method) for the synthesis of indanones are reviewed. Compared with the classical synthesis methods,the recent methods have advantages of mild conditions,fewer steps,and high purity of indanones. But the new methods are not easy to achieve industrialization due to limitation of raw materials and other conditions. The focus of indanone synthesis in the future is to develop green processes of atom economy and easy industrialization.

Key words: indanone, synthesis, cyclization method, reduction, photochemistry

摘要: 茚酮化合物广泛存在于许多天然产物中,这类化合物具有多种生理活性,是重要的有机合成中间体,广泛应用于医药、农药、染料的合成等。本文重点介绍了环化法合成茚酮化合物,其中分子内傅雷德尔-克瑞福斯(Friedel-Crafts)环化法是茚酮化合物的经典合成法,该法优点是技术成熟,后处理较简单,易于工业化,但该方法产生大量的含铝废液,对环境造成污染。同时,文章对近年来出现的新的茚酮化合物合成方法,如重排法、光化法等进行了对比讨论,新方法与经典合成法相比,具有条件温和、步骤少、产物纯度高等优点,但受到所用原材料等条件的限制,其工业化进程不易实现。通过对近十几年来茚酮化合物合成方法的系统化讨论,指出开发绿色环保、原子经济、易于工业化的新的茚酮化合物合成方法是今后研究的重点。

关键词: 茚酮, 合成, 环化法, 还原, 光化学