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Trapping of Transient Organolithium Compounds
Asian Journal of Organic Chemistry ( IF 2.7 ) Pub Date : 2020-07-21 , DOI: 10.1002/ajoc.202000339
Kengo Inoue 1 , Kentaro Okano 1
Affiliation  

Organolithium chemistry has been widely utilized in organic synthesis as a reliable tool for introducing various functional groups. The intrinsic high reactivity of organolithiums allows rapid chemical transformation; however, the transient organolithiums bearing an electrophilic moiety often cause the undesired reactions such as self‐dimerization, isomerization, and decomposition, which prevent further synthetic application. In this minireview, we classify the reactions involving the short‐lived organolithiums and focus on the recent progress in flow chemistry, which allows to trap the highly reactive organolithium species. In addition, this review includes other approaches using the related organometallic species that can be performed in a conventional batch reactor. To place the recent development of this field in perspective, the established strategies controlling the reactivities of the short‐lived organolithiums provide a short‐step, efficient, and protective group‐free synthesis of functionalized organic molecules in medicinal, agrochemical, and material chemistry.

中文翻译:

捕获瞬态有机锂化合物

有机锂化学已被广泛用于有机合成中,作为引入各种官能团的可靠工具。有机锂固有的高反应活性可实现快速化学转化;然而,带有亲电子部分的瞬态有机锂通常会引起不良反应,例如自二聚,异构化和分解,从而阻止了进一步的合成应用。在此小型审查中,我们对涉及短寿命有机锂的反应进行分类,并重点关注流化学的最新进展,该进展允许捕获高反应性有机锂物种。此外,本综述还包括使用相关有机金属物质的其他方法,这些方法可以在常规分批反应器中进行。为了透视该领域的最新发展,
更新日期:2020-07-21
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