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. 2019 Sep 20;9(51):29873–29887. doi: 10.1039/c9ra06038c

One-pot synthesis of β-hydroxy-1,2,3-triazoles from epoxides catalyzed by nano-CoFe2O4/Cu(OH)2a.

Entry Epoxide (a) Alkyne Triazole (b) Time (h) Yieldb (%)
1 graphic file with name c9ra06038c-u2.jpg graphic file with name c9ra06038c-u3.jpg graphic file with name c9ra06038c-u4.jpg 3.3 94
2 graphic file with name c9ra06038c-u5.jpg graphic file with name c9ra06038c-u6.jpg graphic file with name c9ra06038c-u7.jpg 3 95
3 graphic file with name c9ra06038c-u8.jpg graphic file with name c9ra06038c-u9.jpg graphic file with name c9ra06038c-u10.jpg 3.3 90
4 graphic file with name c9ra06038c-u11.jpg graphic file with name c9ra06038c-u12.jpg graphic file with name c9ra06038c-u13.jpg 4.3 88
5 graphic file with name c9ra06038c-u14.jpg graphic file with name c9ra06038c-u15.jpg graphic file with name c9ra06038c-u16.jpg 4.5 85
6 graphic file with name c9ra06038c-u17.jpg graphic file with name c9ra06038c-u18.jpg graphic file with name c9ra06038c-u19.jpg 4.5 87
7 graphic file with name c9ra06038c-u20.jpg graphic file with name c9ra06038c-u21.jpg graphic file with name c9ra06038c-u22.jpg 5.5 75
8 graphic file with name c9ra06038c-u23.jpg graphic file with name c9ra06038c-u24.jpg graphic file with name c9ra06038c-u25.jpg 4.3 80
9 graphic file with name c9ra06038c-u26.jpg graphic file with name c9ra06038c-u27.jpg graphic file with name c9ra06038c-u28.jpg 4.2 85
10 graphic file with name c9ra06038c-u29.jpg graphic file with name c9ra06038c-u30.jpg graphic file with name c9ra06038c-u31.jpg 6.3 84
11 graphic file with name c9ra06038c-u32.jpg graphic file with name c9ra06038c-u33.jpg graphic file with name c9ra06038c-u34.jpg 5 82
12 graphic file with name c9ra06038c-u35.jpg graphic file with name c9ra06038c-u36.jpg graphic file with name c9ra06038c-u37.jpg 6 85
13 graphic file with name c9ra06038c-u38.jpg graphic file with name c9ra06038c-u39.jpg graphic file with name c9ra06038c-u40.jpg 6 87
14 graphic file with name c9ra06038c-u41.jpg graphic file with name c9ra06038c-u42.jpg graphic file with name c9ra06038c-u43.jpg 6.5 88
15 graphic file with name c9ra06038c-u44.jpg graphic file with name c9ra06038c-u45.jpg graphic file with name c9ra06038c-u46.jpg 5 80
16 graphic file with name c9ra06038c-u47.jpg graphic file with name c9ra06038c-u48.jpg graphic file with name c9ra06038c-u49.jpg 5 90
17 graphic file with name c9ra06038c-u50.jpg graphic file with name c9ra06038c-u51.jpg graphic file with name c9ra06038c-u52.jpg 6 92
18 graphic file with name c9ra06038c-u53.jpg graphic file with name c9ra06038c-u54.jpg graphic file with name c9ra06038c-u55.jpg 5.5 85
19 graphic file with name c9ra06038c-u56.jpg graphic file with name c9ra06038c-u57.jpg graphic file with name c9ra06038c-u58.jpg 4 90
20 graphic file with name c9ra06038c-u59.jpg graphic file with name c9ra06038c-u60.jpg graphic file with name c9ra06038c-u61.jpg 5 88
21 graphic file with name c9ra06038c-u62.jpg graphic file with name c9ra06038c-u63.jpg graphic file with name c9ra06038c-u64.jpg 6.5 84
a

All reactions were carried out with 1 mmol of epoxide in the presence of alkyne (1 mmol), sodium azide (1.2 mmol) and nano-CoFe2O4/Cu(OH)2 (0.032 g, 0.1 mmol, 10 mol%) in water at 60 °C.

b

Yields refer to isolated pure products.