Aromatic nucleophilic substitution reaction is a long-standing reaction between mechanism research and synthetic application. The process of addition-elimination reaction of a Meisenheimer complex has long been deeply rooted in the hearts of the people. However, in 2018, the aromatic nucleophilic substitution reaction was confirmed to have three mechanisms of stepwise, concerted, and borderline types, showing different dynamic properties 2 . We believe that the anomalous properties of Clayden rearrangement that do not conform to the classical mechanistic model may be related to the new understanding of the concerted/stepwise property of the aromatic nucleophilic substitution mechanism.