5-Alkylamino-1H-1,2,3-triazoles by Base-Mediated Cleavage of Cycloadducts of Azides to Cyclic Ketene N,N-Acetals

1,4,5-Trialkyltetrazolium salts are convenient synthetic equivalents for hypothetical secondary ynamines in cycloaddition reactions to azides. Thus, the tetrazolium salts are converted into alkylaminotriazoles via deprotonation, cycloaddition to azides, and subsequent base-mediated cleavage of the resulting spirocyclic cycloadducts.