Comparison of CoFe2O4/Cu(OH)2 catalytic activity with various catalysts reported for the one-pot synthesis of 2-phenyl-2-(4-phenyl-1H-1,2,3-triazol-1-yl)ethanol from styrene oxide, phenylacetylene and sodium azidea.
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Entry | Catalyst system | NaN3 (mmol) | Conditions | Time (h) | Yield (%) | Ref. |
1 | CoFe2O4/Cu(OH)2 (10 mol%) | 1.2 | H2O/60 °C | 3.3 | 94 | This work |
2 | Nano CuFe2O4 (10 mol%) | 1.1 | H2O/60 °C | 6 | 87 | 29 |
3 | Nano Fe2O3 (10 mol%) | 1.2 | H2O/100 °C | 5 | 81 | 45 |
4 | Cu nanoparticles/C (0.5 mol%) | 1.1 | H2O/70 °C | 8 | 93 | 23 |
5 | Cu(i)@phosphorated SiO2 (0.64 mol%) | 1.1 | H2O/60 °C | 1 | 93 | 30 |
6 | Copper(i)–zeolite (8 mol%) | 1.2 | H2O/r.t. | 20 | 77 | 27 |
7 | CuI (5 mol%) | 1.1 | PEG-400/r.t. | 16 | 83 | 37 |
8 | CuCl2 (10 mol%) | 1 | H2O/r.t. | 5 | 35 | 31 |
9 | Cu(NO3)2·3H2O (10 mol%) | 1 | H2O/r.t. | 5 | 36.8 | 31 |
10 | [Cu(bhppda)H2O]b (5 mol%) | 1.2 | Ascorbic acid/H2O/r.t. | 2 | 90 | 28 |
11 | CuSO4·5H2O (10 mol%) | 1.2 | Sodium ascorbate/H2O/r.t. | 4 | 92 | 26 |
All reactions were carried out with styrene oxide (1 mmol) and phenylacetylene (1 mmol).
bhppda = N2,N6-bis(2-hydroxyphenyl)pyridine-2,6-dicarboxamidato dianion.