84595-22-2Relevant academic research and scientific papers
Lithiation of 1-Alkyl-1H-1,2,4-triazol-5-yl Phosphonic Acid Esters: Novel Anion-mediated Carbon-to-Carbon Phosphonate Migrations
Anderson, D. Keith,Sikorski, James A.
, p. 177 - 180 (2007/10/02)
The lithiation chemistry of 1-alkyl-1H-1,2,4-triazol-5-yl phosphonic acid esters 3 has been investigated.Lithiation occurs exclusively on the 1-alkyl group, α to nitrogen, to give carbanioninc intermediates 10.No evidence was found for any lithiation at the 3-position of the triazole ring.On warming, intermediates 10 undergo an unusual anion-mediated phosphonate migration, giving rise to 1H-1,2,4-triazol-1-yl-methylphosphonates 14.
