Site-Selective Cross-Coupling of Polyhalogenated Arenes and Heteroarenes with Identical Halogen Groups.
Site-Selective Cross-Coupling of Polyhalogenated Arenes and Heteroarenes with Identical Halogen Groups.
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DOI：
10.1021/acs.chemrev.1c00513
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发表时间：
2022-06-08
期刊：
影响因子：
62.1
通讯作者：
Sarpong, Richmond
中科院分区：
文献类型：
--
作者：
Palani, Vignesh;Perea, Melecio A.;Sarpong, Richmond
以位点选择性方式官能化芳烃和杂芳烃的方法对于快速构建具有药用、农用化学品和材料价值的分子是非常受欢迎的。一种有效的方法是带有多个但相同的卤素基团的多卤代芳烃的位点选择性交叉偶联。这种交叉偶联反应已被证明对于位点选择性官能化是非常有效的。然而，由于卤素取代基的反应性的固有相似性，它们也提出了艰巨的挑战。在这篇综述中，我们讨论了多卤代芳烃和具有相同卤素的杂芳烃的位点选择性交叉偶联的策略，首先概述了在自然界中更传统的反应类型，如电子，空间位阻和定向基团控制过程。以下这些例子是新兴的策略，其中包括配体和添加剂/溶剂控制的反应，以及光化学引发的过程的描述。
Methods to functionalize arenes and heteroarenes in a site-selective manner are highly sought after for rapidly constructing value-added molecules of medicinal, agrochemical, and materials interest. One effective approach is the site-selective cross-coupling of polyhalogenated arenes bearing multiple, but identical, halogen groups. Such cross-coupling reactions have proven to be incredibly effective for site-selective functionalization. However, they also present formidable challenges due to the inherent similarities in the reactivities of the halogen substituents. In this Review, we discuss strategies for site-selective cross-couplings of polyhalogenated arenes and heteroarenes bearing identical halogens, beginning first with an overview of the reaction types that are more traditional in nature, such as electronically, sterically, and directing-group-controlled processes. Following these examples is a description of emerging strategies, which includes ligand- and additive/solvent-controlled reactions as well as photochemically initiated processes.
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