Dioxazolones and isocyanides are useful synthetic building blocks, and have attracted significant attention from researchers. However, the silver‐catalyzed nitrene transfer reaction of dioxazolones has not been investigated to date. Herein, a silver...
Dioxazolones and isocyanides are useful synthetic building blocks, and have attracted significant attention from researchers. However, the silver‐catalyzed nitrene transfer reaction of dioxazolones has not been investigated to date. Herein, a silver‐catalyzed acyl nitrene transfer reaction involving dioxazolones, isocyanides, and water was realized in the presence of Ag2O to afford a series of N‐acylureas in moderate to good yields.
The synthesis of N‐acylurea derivatives through the silver‐catalyzed coupling of readily available dioxazolones with isocyanides and water has been reported. The desired products were obtained in moderate to good yields. The reaction can be performed on gram scale. The 18O‐labelling experiment shows that water participates in this reaction. A possible reaction mechanism is proposed in which carbodiimide is postulated as the key intermediate.