4919-17-9Relevant articles and documents
Nitroalkanes as electrophiles: Synthesis of triazole-fused heterocycles with neuroblastoma differentiation activity
Aksenov, Alexander V.,Aksenov, Dmitrii A.,Aksenov, Nicolai A.,Arutiunov, Nikolai A.,Du, Liqin,Kirilov, Nikita K.,Kornienko, Alexander,Maslivetc, Vladimir,Rubin, Michael,Zhao, Zhenze
, p. 6651 - 6664 (2020/09/21)
We discovered a reaction of nitroalkanes with 2-hydrazinylquinolines, 2-hydrazinylpyridines and bis-2,4-dihydrazinylpyrimidines in polyphosphoric acid (PPA) affording 1,2,4-triazolo[4,3-a]quinolines, 1,2,4-triazolo[4,3-a]pyridines and bis[1,2,4]triazolo[4,3-a:4′,3′-c]pyrimidines, respectively. The reaction expands the scope of heterocyclic annulations involving phosphorylated nitronates, believed to be the electrophilic intermediates formed from nitroalkanes in PPA. Several of the synthesized triazoles showed promising anticancer activity by inducing differentiation in neuroblastoma cancer cells. Due to the urgent need for novel differentiation agents for neuroblastoma therapy, this finding warrants further evaluation of this class of compounds against neuroblastoma.
A simple and efficient synthesis of 3,4,5-trisubstituted/N-fused 1,2,4-triazoles via ceric ammonium nitrate catalyzed oxidative cyclization of amidrazones with aldehydes using polyethylene glycol as a recyclable reaction medium
Nakka, Mangarao,Tadikonda, Ramu,Rayavarapu, Srinuvasarao,Sarakula, Prasanthi,Vidavalur, Siddaiah
, p. 517 - 525 (2015/02/19)
An environmentally benign protocol is described for the synthesis of 3,4,5-trisubstituted 1,2,4-triazoles and N-fused 1,2,4-triazoles via ceric ammonium nitrate catalyzed oxidative cyclization of amidrazones and aldehydes using polyethylene glycol as recyclable reaction medium. This protocol is effective toward various substrates having different functionalities. The easy recyclability of the reaction medium makes the process economic and potentially viable for commercial applications.
