Fluoride-Mediated Nucleophilic Aromatic Amination of Chloro-1 H -1,2,3-triazolium Salts.

We report a fluoride-mediated nucleophilic aromatic amination of chloro-1 H -1,2,3-triazolium salts with aliphatic amines. The reaction proceeded under mild reaction conditions to provide amino-1,2,3-triazolium salts with various functional groups, which can be utilized for further transformations. Moreover, it was found that an amino-1,2,3-triazolium salt was transformed via deprotonation into the N-heterocyclic imine (NHI), which exhibited the excellent catalytic activity for the cyanosilylation of acetophenone with trimethylsilyl cyanide.