An Unusually Easy Oxidative Dequaternization of N-Alkyl-1,2,4-triazinium Salts

Regio- and Diastereoselective 1,3-Dipolar Cycloadditions of 1,2,4-Triazin-1-ium Ylides: a Straightforward Synthetic Route to Polysubstituted Pyrrolo[2,1-f][1,2,4]triazines

“…By following the reaction progress on high-performance liquid chromatography mass spectrometry, we observed that a small portion of the triazinium compounds undergoes dequarternization at the nitrogen atom to yield the starting triazine. Although the exact mechanism remains unclear, similar dealkylation of N -alkyl triazinium salts has been observed previously . Interestingly, the pyrrolotriazines are fluorescent compounds when irradiated at 365 nm using a standard handheld UV lamp.…”

“…Although the exact mechanism remains unclear, similar dealkylation of N -alkyl triazinium salts has been observed previously. 37 Interestingly, the pyrrolotriazines are fluorescent compounds when irradiated at 365 nm using a standard handheld UV lamp. This property could be potentially exploited in preparation of new fluorophores based on this heterocyclic core.…”