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    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.


    Han Luo, Yumeng Li, Yuan Zhang, Qixing Lu, Qiaoyu An, Mingchuan Xu, Shanshan Li, Jun Li, Baosheng Li. Nucleophilic Aromatic Substitution of 5-Bromo-1,2,3-triazines with Phenols. The Journal of organic chemistry. 2022 Mar 04;87(5):2590-2600

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    PMID: 35166528

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