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Site-Selective Cross-Coupling of Polyhalogenated Arenes and Heteroarenes with Identical Halogen Groups
Chemical Reviews ( IF 62.1 ) Pub Date : 2021-08-17 , DOI: 10.1021/acs.chemrev.1c00513
Vignesh Palani 1 , Melecio A Perea 1 , Richmond Sarpong 1
Affiliation  

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.

中文翻译:

具有相同卤素基团的多卤代芳烃和杂芳烃的位点选择性交叉偶联

以位点选择性方式对芳烃和杂芳烃进行功能化的方法受到高度追捧,以快速构建具有药用、农用化学品和材料价值的增值分子。一种有效的方法是具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位点选择性功能化非常有效。然而,由于卤素取代基反应性的内在相似性,它们也带来了巨大的挑战。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策略,首先概述了本质上更传统的反应类型,例如电子、空间、和指导组控制的过程。在这些示例之后是对新兴策略的描述,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。
更新日期:2021-08-17
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