88974-83-8Relevant academic research and scientific papers
Electrochemical synthesis of 1,2,4-triazole-fused heterocycles
Ye, Zenghui,Ding, Mingruo,Wu, Yanqi,Li, Yong,Hua, Wenkai,Zhang, Fengzhi
supporting information, p. 1732 - 1737 (2018/04/30)
A reagent-free intramolecular dehydrogenative C-N cross-coupling reaction has been developed under mild electrolytic conditions. In this atom- and step-economical one-pot process, valuable 1,2,4-triazolo[4,3-a]pyridines and related heterocyclic compounds could be synthesized efficiently from commercially available aliphatic or (hetero)aromatic aldehydes and 2-hydrazinopyridines. Various functional groups are compatible with this metal- and oxidant-free protocol which can be carried out on a gram scale easily. This novel method was applied to the synthesis of one of the top-selling drugs Xanax and late stage functionalization for generating chemical diversity in biologically relevant lead molecules.
Electrochemical Synthesis of Heterocyclic Compounds. XV. Anodic Synthesis of s-Triazolopyridine Derivatives
Crljenak, Senka,Tabakovic, Ibro,Jeremic, Dragoslav,Gaon, Igor
, p. 527 - 536 (2007/10/02)
Anodic oxidation of several heterocyclic hydrazones (1a - 9a) prepared from 2-hydrazinopyridine of 2-hydrazino-4-nitropyridine and the corresponding aromatic aldehyde was performed in a CH3CN-Et4NClO4 solution with the addition of 60percent HClO4 on a platinum electrode, using controlled potentials.As a result of two-electron oxidative cyclizations, several s-triazolopyridine derivatives (1b - 9b) were prepared in yields ranging from 55 to 92percent.A mechanism rationalizing the formation of the 3-phenyl-s-triazolopyridine, 1b, has been studied by LSV, CPSV, RDE, coulometry and preparative scale electrolysis.
