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Nucleophilic Aromatic Substitution of 5-Bromo-1,2,3-triazines with Phenols
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2022-02-15 , DOI: 10.1021/acs.joc.1c02543
Han Luo 1 , Yumeng Li 1 , Yuan Zhang 1 , Qixing Lu 1 , Qiaoyu An 1 , Mingchuan Xu 1 , Shanshan Li 1 , Jun Li 1 , Baosheng Li 1
Affiliation  

Nucleophilic aromatic substitution (SNAr) reaction in classic textbook is a stepwise mechanism, and few examples of concerted reactions have been reported. Herein, we developed a concerted SNAr reaction of 5-bromo-1,2,3-triazines with phenols in which the nonclassic mechanism of this reaction could be revealed by calculation. Furthermore, the resulting 5-aryloxy-1,2,3-triazines could be used as convenient precursors to access biologically important 3-aryloxy-pyridines in one-pot manner.

中文翻译:

5-Bromo-1,2,3-triazines 与酚的亲核芳族取代

经典教科书中的亲核芳族取代(S N Ar)反应是逐步机制,很少有协同反应的例子报道。在此,我们开发了 5-bromo-1,2,3-triazines 与酚类的协同 S N Ar 反应,其中该反应的非经典机理可以通过计算揭示。此外,所得的 5-芳氧基-1,2,3-三嗪可用作方便的前体,以一锅法获得生物学上重要的 3-芳氧基-吡啶。
更新日期:2022-02-15
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