title: Metal-free C-N- and N-N-bond formation: synthesis of 1,2,3-triazoles from ketones, N-tosylhydrazines, and amines in one pot.
abstract: A novel synthetic approach toward 1,4-disubstituted 1,2,3-triazoles by C-N- and N-N-bond formation has been established under transition-metal-free conditions. Complete control of the regioselectivity was successfully achieved. Commercially available anilines, ketones, and N-tosylhydrazine were treated with molecular iodine in one pot to allow the regioselective generation of 1,4-disubstituted 1,2,3-triazoles in high yields without the use of azides.
authors.affiliation: ZJU-NHU United R&D Center, Department of Chemistry, Zhejiang University, Hangzhou 310027 (P. R. China).
authors.forename: Zhengkai
authors.initials: Z
authors.lastname: Chen
authors.forename: Qiangqiang
authors.initials: Q
authors.lastname: Yan
authors.forename: Zhanxiang
authors.initials: Z
authors.lastname: Liu
authors.forename: Yuhong
authors.initials: Y
authors.lastname: Zhang
mesh_terms: D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D007659:Ketones / Q000737:chemistry*; D008670:Metals; D015394:Molecular Structure; D014105:Tosyl Compounds / Q000737:chemistry*; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000588:Amines; D007659:Ketones; D008670:Metals; D014105:Tosyl Compounds; D014230:Triazoles
keywords: 1,2,3-triazoles; anilines; ketones; metal-free reactions; synthetic methods