112630-37-2Relevant academic research and scientific papers
Cu-Mediated Expeditious Annulation of Alkyl 3-Aminoacrylates with Aryldiazonium Salts: Access to Alkyl N2-Aryl 1,2,3-Triazole-carboxylates for Druglike Molecular Synthesis
Liu, Hao-Nan,Cao, Hao-Qiang,Cheung, Chi Wai,Ma, Jun-An
supporting information, p. 1396 - 1401 (2020/02/22)
Alkyl N-aryl 1,2,3-triazole-carboxylates are important molecules or intermediates in medicinal chemistry, but the synthesis of N2-aryl counterparts remains elusive. Herein, we describe a Cu-mediated annulation reaction of alkyl 3-aminoacrylates with aryldiazonium salts, both of which are readily available substrates. Furthermore, alkyl 2-aminoacrylates are also viable substrates. Diverse alkyl N2-aryl 1,2,3-triazole-carboxylates and their analogues can be rapidly prepared under mild conditions. Especially, this protocol allows one to access several druglike variants of carbonic anhydrase inhibitors and celecoxib.
1-Arylimino-pyrazole Betaines, Pyrazoles and 1,2,4-Triazines from 3-Arylazo-propenoic Acid N-Chloroamides
Lutze, G.,Kirschke, K.,Krauss, N.
, p. 616 - 622 (2007/10/02)
Reaction of 3-arylazo-propenoic acid amides 5 with NaOCl yields N-chloroamides 6 which give under alkaline conditions 1,2,4-triazines 9 and 10 (products of a Hofmann degradation).This reaction competes with an intramolecular electrophilic amination and a
Methylation of 3-Methyl- and 3-Phenyl-4-arylhydrazonoisoxazol-5-ones with Diazomethane
Singh, Shyam K.,Summers, Lindsay A.
, p. 933 - 939 (2007/10/02)
3-Methyl(or phenyl)-4-arylhydrazonoisoxazol-5-ones on methylation with diazomethane afford 3-methyl(or phenyl)-4-(N-methylarylhydrazono)isoxazol-5-ones and 3-methyl(or phenyl)-5-methoxy-4-arylhydrazonoisoxazoles.The latter compounds readily rearrange to 4
