959072-08-3Relevant academic research and scientific papers
Deproto-metallation and computed CH acidity of 2-aryl-1,2,3-triazoles
Chevallier, Floris,Blin, Thomas,Nagaradja, Elisabeth,Lassagne, Frédéric,Roisnel, Thierry,Halauko, Yury S.,Matulis, Vadim E.,Ivashkevich, Oleg A.,Mongin, Florence
, p. 4878 - 4885 (2012/07/28)
2-Aryl-1,2,3-triazoles were synthesized by cyclization of the corresponding glyoxal arylosazones, generated from commercial arylhydrazines. The deproto-metallation of 2-phenyl-1,2,3-triazole was attempted using different 2,2,6,6-tetramethylpiperidino-based mixed lithium-metal (Zn, Cd, Cu, Co, Fe) combinations, giving results in the case of Zn, Cd, and Cu. The lithium-zinc combination was next selected to apply the deprotonation-iodination sequence to all the 2-aryl-1,2,3-triazoles synthesized. The results were analyzed with the help of the CH acidities of the substrates, determined in THF solution using the DFT B3LYP method.
