89060-50-4Relevant academic research and scientific papers
Cu-Enabled [3 + 2] Annulation of in Situ Formed Nitrile Ylides with Aryldiazonium Salts: Access to 5-Cyano-1,2,4-Triazoles
Zhou, Lu-Nan,Feng, Fang-Fang,Cheung, Chi Wai,Ma, Jun-An
supporting information, p. 739 - 744 (2021/02/01)
The unified construction of cyano-substituted 1,2,4-triazoles, particularly the 5-cyano counterparts, remains underdeveloped. Herein we describe a three-component method to access a wide range of 1-aryl 5-cyano-1,2,4-triazoles using readily available 2-diazoacetonitriles, nitriles, and aryldiazonium salts. This regiospecific synthesis relies on the dipolar [3 + 2] annulation of the in situ formed nitrile ylides with aryldiazonium salts. Furthermore, this protocol can be amendable to gram-scale synthesis, chemical transformations of the nitrile moieties, and access to chiral bis(cyano-triazole)-1,1′-naphthalene, which would all be likely applicable in the synthesis of structurally diverse bioactive compounds and novel bidentate ligands for asymmetric catalysis.
TRANSFORMATION OF 2,4,6-TRIARYLVERDAZYLS INTO 1,2,4-TRIAZOLE DERIVATIVES BY THE ACTION OF BROMOCYANOMETHANES
Tomilenko, E. I.,Nesterenko, A. M.,Kalinin, V. N.,Staninets, V. I.
, p. 806 - 809 (2007/10/02)
The reaction between 2,4,6-triarylverdazyls and bromocyanomethanes was studied from the preparative and kinetic aspects.A possible reaction mechanism is discussed.New 1,3,5-triarylsubstituted 1,2,4-triazoles were obtained.
3-Phenyl-1,2,4-triazole-5-carbaldehydes Substituted in Position 1
Moderhack, Dietrich
, p. 48 - 65 (2007/10/02)
The aldehydes 7 - first examples of the yet unknown class of 1,2,4-triazole-5-carbaldehydes substituted in position 1 - can be obtained in excellent yield by lead tetraacetate oxidation of 2; the Kroehnke reaction with 5 provides an alternative route.Due
