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二苯并噻吩的合成研究进展

本站小编 Free考研考试/2022-02-14

摘要/Abstract



二苯并噻吩类化合物广泛用于有机光敏化合物、染料、液晶、导电聚合物和药物合成等领域, 至今为止已经涌现出大量的合成方法. 当前报道的二苯并噻吩及其衍生物的合成方法主要通过C—S键和C—C键的环化以实现在二苯并噻吩结构中含硫五元杂环的构造. 此外, 通过噻吩及其衍生物和四碳合成子的环化形成苯环也是构建二苯并噻吩的重要手段, 以及通过酸、碱和其他非金属的作用形成分子内C—S键也可以实现二苯并噻吩的合成. 然而, 这些方法大多数受依赖于预功能化的起始原料或多步程序的限制. 在过去的几十年中, 过渡金属催化的偶联反应逐渐成为一种有力的方法用于二苯并噻吩的构建. 在这个微型综述中, 结合直到2020年二苯并噻吩的最新研究进展, 将广泛讨论二苯并噻吩合成的环化方法.
关键词: 关键词 含硫杂环化合物, 二苯并噻吩类化合物, 合成反应, 过渡金属催化, 无过渡金属催化
Dibenzothiophenes are widely used in organic photoactive compounds, dyes, liquid crystals, conducting polymers, pharmaceuticals and other fields. Until now, various approaches for their synthesis have been well-documented, among which the cyclization of the C—S bond and the C—C bond to achieve the construction of a five-membered sulfur heterocycle in the dibenzothiophene structure is most widely reported. Besides, it also can be realized by the formation of a benzene ring in a dibenzothiophene structure through cyclization of thiophene/its derivatives and a four-carbon synthon. The formation of intramolecular C—S bonds by acids, bases and other non-metallic species is another alternative for dibenzothiophenes synthesis. However, most of these methods are limited by their reliance on prefunctionalization of starting materials or multistep procedures. Over the past decades, transition-metal-catalyzed coupling reactions have emerged as a powerful method for the construction of dibenzothiophenes. In this mini review, based on the latest research progress on dibenzothiophene synthesis until 2020, we briefly discuss the following types of cyclization methods.
Key words: S-heterocyclic compound, dibenzothiophenes, synthesis, transition metal catalysis, transition-metal-free


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