95310-23-9Relevant 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.
Rational design and synthesis of yellow-light emitting triazole fluorophores with AIE and mechanochromic properties
Lai, Qi,Liu, Qing,Zhao, Kai,Shan, Chuan,Wojtas, Lukasz,Zheng, Qingchuan,Shi, Xiaodong,Song, Zhiguang
, p. 4603 - 4606 (2019/05/02)
Previously, we reported that N-2-aryl triazoles (NATs) exhibited good fluorescence activity in the UV/blue light range. In an effort to achieve biocompetitive NAT fluorophores with green/yellow emission, a new class of 4-keto-2-(4′-N,N-diphenyl)-phenyl triazoles were designed and synthesized. Herein, we present our study on these novel fluorophores which demonstrated excellent luminescence emission both in solution (Φ up to 96%) and in the solid state (Φ up to 43%). Furthermore, these new compounds showed aggregation-induced emission (AIE) properties and reversible mechanochromic luminescence properties, which suggested their potential applications in chemical and materials science.
The Reaction of 1-(N-Phenacylidene)amino-1,2,3-triazoles with Diphenylnitrilimine
Bojilova, A.,Rodios, N. A.,Tsoleridis, C. A.,Alexandrou, N. E.
, p. 735 - 738 (2007/10/02)
Diphenylnitrilimine reacts with 1-(N-phenacylidene)amino-1,2,3-triazoles 1 to give mainly 1,2,4- and 2H-1,2,3-triazoles 2 and 3.CNDO/2 calculations were made on the compounds 1 and the cycloaddition was also examined on the basis of the interacting fronti
THE MECHANISM OF THE THERMAL DECOMPOSITION OF THE ISOXAZOLE RING
Corana, Federica,Coda, Andreina Corsico,Desimoni, Giovanni,Righetti, Pierpaolo,Tacconi, Gianfranco
, p. 167 - 170 (2007/10/02)
The thermal decomposition of 5-aryl-4-phenylazoisoxazoles (1a-c) has been studied and two competitive reactions were found to occur.The cleavage of the N-O bond gave a triazole derivative via the Wittig rearrangement.The 1,3-dipolar cycloreversion gave a
SYNTHESIS AND PROPERTIES OF 4-ARYLAZO DERIVATIVES OF ISOXAZOLE AND ISOXAZOLINE
Malyuta, N. G.,Khisamutdinov, G. Kh.,Demina, L.A.
, p. 1844 - 1850 (2007/10/02)
4-Arylazo derivatives of isoxazole and isoxazoline are formed in the reaction of the sodium salts of substituted 4-nitroisoxazolines with aromatic diazo compounds in a weakly alkaline or neutral medium in the cold.To judge from the derivatographic data th
