Smiles Rearrangement in Synthetic Chemistry
Smiles Rearrangement in Synthetic Chemistry
复制标题
合成化学中的微笑重排
DOI：
10.1002/chin.201427255
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发表时间：
2014-07
影响因子：
1.8
通讯作者：
Zhu-Bo Li
中科院分区：
文献类型：
--
作者：
Shuai Xia;Li-Ying Wang;Hua Zuo;Zhu-Bo Li
Smiles重排是一种有机分子内亲核芳烃取代反应，为合成各种杂环化合物提供了强有力的途径。与制备复杂分子结构的传统方法相比，Smiles重排通过将易于合成的前体转化为所需的“难以制造”的产物，在有机合成中是一种非常有用的工具。在反应中，smile重排的产率受到电子效应、位阻效应甚至pH值的深刻影响。本文综述了利用Smiles重排技术制备多种分子的详细方法。
Smiles rearrangement, an organic intramolecular nucleophilic aromatic substitution reaction, provides a powerful access to the synthesis of a variety of heterocyclic compounds. In contrast with the conventional protocols for the preparation of complex molecular structures, Smiles rearrangement, through the conversion of an easily-synthesized precursor into a desired “difficult-to-make’’ product, presents to be an extremely useful tool in organic synthesis. In the reactions, the yields of the Smiles rearrangement are profoundly influenced by electronic effect, steric effect and even the pH value. In this review, the detailed preparations of numerous molecules by taking advantage of Smiles rearrangement are discussed.