Substituted aromatic compounds play important roles in materials, biological agents, dyes, etc. Thus, the synthesis of substituted aromatic compounds has been a hot topic throughout the history of organic chemistry. Traditionally, the Friedel–Crafts reaction was a powerful tool for synthesizing substituted aromatic compounds. In recent decades, metal-catalyzed cross-coupling reactions were well developed via carbon–heteroatom bond cleavage, however, having difficulties towards some strong bonds, such as C(Ar)–OH. To overcome such challenges, newer strategies are needed. In this review, we summarize the recent efforts in the development of dearomatization–rearomatization strategy for cross-coupling reactions via C(Ar)–O bond cleavage. 1 Introduction 2 Dearomatization–Rearomatization Strategy for Cross-Coupling of Phenols 3 Dearomatization–Rearomatization Strategy for Cross-Coupling of Biphenols 4 Dearomatization–Rearomatization Strategy for Cross-Coupling of Diphenyl Ethers 5 Dearomatization–Rearomatization Strategy for Cross-Coupling of Indoles 6 Summary

中文翻译：

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钯催化的 C-N 交叉偶联反应的脱芳构化-再芳构化策略

取代芳族化合物在材料、生物制剂、染料等方面发挥着重要作用。因此，取代芳族化合物的合成一直是有机化学史上的一个热门话题。传统上，Friedel-Crafts 反应是合成取代芳香族化合物的有力工具。近几十年来，金属催化的交叉偶联反应通过碳-杂原子键的断裂得到了很好的发展，但是，对于一些强键，如 C(Ar)-OH 存在困难。为了克服这些挑战，需要更新的策略。在这篇综述中，我们总结了最近在开发通过 C(Ar)-O 键裂解进行交叉偶联反应的脱芳构化-重芳化策略方面的努力。