1571911-15-3Relevant articles and documents
Synthesis of a novel resorcin[4]arene-glucose conjugate and its catalysis of the CuAAC reaction for the synthesis of 1,4-disubstituted 1,2,3-triazoles in water
Husain, Ali A.,Bisht, Kirpal S.
, p. 10109 - 10116 (2019)
The Cu(i)-catalyzed azide-alkyne cycloaddition (CuAAC) in aqueous media using resorcin[4]arene glycoconjugate (RG) is reported. The eight β-d-glucopyranoside moieties constructed on the resorcin[4]arene upper rim provide a pseudo-saccharide cavity that offers a suitable host environment for water-insoluble hydrophobic azido and/or alkyne substrates in water. The utility of RG was established as an efficient inverse phase transfer catalyst for the CuAAC in water as a green approach for the synthesis of 1,4-disubstituted 1,2,3-triazole species. The catalytic utility of RG (1 mol%) was demonstrated in a multicomponent one-pot CuAAC for various azido/alkyne substrates. The RG acts as a molecular host and a micro-reactor resulting in the 1,4-disubstituted 1,2,3-triazoles in excellent yield.
Supported CuBr on graphene oxide/Fe3O4: A highly efficient, magnetically separable catalyst for the multi-gram scale synthesis of 1,2,3-triazoles
Xiong, Xingquan,Chen, Huixin,Tang, Zhongke,Jiang, Yunbing
, p. 9830 - 9837 (2014/03/21)
A superparamagnetic graphene oxide (GO)/Fe3O4-CuBr catalyst was prepared via a simple chemical method and characterized by Fourier transform infrared (FTIR), thermal gravimetric analysis (TGA), transmission electron microscopy (TEM), powder X-ray diffraction (XRD) and X-ray photoelectron spectroscopy (XPS). The GO/Fe3O4-CuBr catalyst could be dispersed homogeneously in water and further used as an excellent semi-heterogeneous catalyst for the one-pot multi-component Cu(i)-catalyzed azide-alkyne 1,3-dipolar cycloaddition (CuAAC) reaction. 1,4-Disubstituted mono/bis-1,2,3-triazoles are readily obtained on a multi-gram scale by the reaction of aryl/alkyl halides, alkynes and sodium azide under microwave irradiation conditions in good to excellent yields. Moreover, GO/Fe3O4-CuBr could be separated conveniently from the reaction mixtures by an external permanent magnet and reused in at least six consecutive runs without a noticeable drop in the product yield and its catalytic activity.