Abstract
Herein, we describe a regiodivergent deuteration of pyridotriazoles under mild conditions. Site-selective deuteration can be tuned, controlled, and switched by a subtle interplay of the base and solvent utilized. Given the ease at which pyridotriazoles can be converted into a variety of pyridine congeners, this protocol might offer a new gateway to access a variety of deuterium-labeled pyridine-containing heterocycles in a site-selective, yet predictable, manner.