Diazomethane is one of the most versatile reagents in organic synthesis,b ut its utility is limited by its hazardous nature.A lthough alternative methods exist to perform the unique chemistry of diazomethane,t hese suffer from diminished reactivity and/or correspondingly harsher conditions. Herein, we describe the repurposing of imidazotetrazines (such as temozolomide,TMZ, the standardofcare for glioblastoma) for use as synthetic precursors of alkyld iazonium reagents. TMZ was employed to conduct esterifications and metalcatalyzedcyclopropanations,and results show that methyl ester formation from aw ide variety of substrates is especially efficient and operationally simple.T MZ is ac ommercially available solid that is non-explosive and non-toxic, and should find broad utility as areplacement for diazomethane.