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.
Du, W.; Gadekar, S. C.; Velasco-Rubio, Á.; Rodrigalvarez, J.; Martin, R.
Org. Lett. 2025
DOI:
10.1021/acs.orglett.5c02961
Although cross-coupling reactions have become one of the pillars of modern chemical synthesis, the ability to forge sp3 architectures from naturally-occurring entities or chemical feedstocks with improved flexibility, practicality, predictable site-selectivity, preparative utility and stereocontrol still remains a major challenge in catalytic endeavours.
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