133349-85-6Relevant articles and documents
Synthesis of Structurally Diverse Benzotriazoles via Rapid Diazotization and Intramolecular Cyclization of 1,2-Aryldiamines
Faggyas, Réka J.,Sloan, Nikki L.,Buijs, Ned,Sutherland, Andrew
, p. 5344 - 5353 (2019/05/21)
An operationally simple method has been developed for the preparation of N-unsubstituted benzotriazoles by diazotization and intramolecular cyclization of a wide range of 1,2-aryldiamines under mild conditions, using a polymer-supported nitrite reagent and p-tosic acid. The functional group tolerance of this approach was further demonstrated with effective activation and cyclization of N-alkyl, -aryl, and -acyl ortho-aminoanilines leading to the synthesis of N1-substituted benzotriazoles. The synthetic utility of this one-pot heterocyclization process was exemplified with the preparation of a number of biologically and medicinally important benzotriazole scaffolds, including an α-amino acid analogue.
Reusable ionic liquid-catalyzed oxidative coupling of azoles and benzylic compounds via sp3 C-N bond formation under metal-free conditions
Liu, Wenbo,Liu, Chenjiang,Zhang, Yonghong,Sun, Yadong,Abdukadera, Ablimit,Wang, Bin,Li, He,Ma, Xuecheng,Zhang, Zengpeng
, p. 7154 - 7158 (2015/07/01)
The heterocyclic ionic liquid-catalyzed direct oxidative amination of benzylic sp3 C-H bonds via intermolecular sp3 C-N bond formation for the synthesis of N-alkylated azoles under metal-free conditions is reported for the first time. The catalyst 1-butylpyridinium iodide can be recycled and reused with similar efficacies for at least eight cycles.
Metal-free, highly efficient organocatalytic amination of benzylic C-H bonds
Xue, Qicai,Xie, Jin,Li, Huamin,Cheng, Yixiang,Zhu, Chengjian
supporting information, p. 3700 - 3702 (2013/05/09)
A new synthetic approach toward direct C-N bond formation through sp 3 C-H activation has been developed under metal-free conditions. Both primary and secondary benzylic C-H substrates could react smoothly with various amines to give only mono-amination products with good to excellent yields. The Royal Society of Chemistry 2013.