An Efficient Synthesis of 1-Aryl-3-(indole-3-yl)-3-(2-aryl-1,2,3-triazol-4-yl)propan-1-one Catalyzed by a Brønsted Acid Ionic Liquid
Abstract
:Introduction
Results and Discussion
Entry | Solvent | [Sbmim][HSO4] (mol %) | Time (h) | Yield (%)b |
---|---|---|---|---|
1 | Ethyl acetate | 10 | 4 | 70 |
2 | Methanol | 10 | 4 | 87 |
3 | Acetonitrile | 10 | 4 | 95 |
4 | Acetonitrile | none | 4 | 0 |
5 | Acetonitrile | 2.5 | 4 | 79 |
6 | Acetonitrile | 5 | 4 | 91 |
7 | Acetonitrile | 15 | 4 | 94 |
8 | Acetonitrile | 10 | 0.5 | 79 |
9c | Acetonitrile | 10 | 1 | 95, 92, 90 |
10 | Acetonitrile | 10 | 2 | 98 |
11 | Acetonitrile | 10 | 3 | 99 |
12 | Acetonitrile | 10 | 5 | 97 |
Entry | R | R1 | R2 | R3 | R4 | Mp (°C)a | Yields (%)b | |
---|---|---|---|---|---|---|---|---|
Ac | Bc | |||||||
3a | H | H | H | H | H | 148–150 | 93 | 89 |
3b | H | H | H | 4-CH3 | H | 157–159 | 98 | 97 |
3c | H | H | H | 4-OCH3 | H | 188–191 | 97 | 92 |
3d | H | H | H | 4-Cl | H | 140–143 | 95 | 96 |
3e | H | H | H | 4-Br | H | 143–146 | 96 | 93 |
3f | H | H | 5-Br | 2,4-Cl2 | H | 144–147 | 93 | 87 |
3g | H | CH3 | H | H | H | 163–165 | 97 | 95 |
3h | H | CH3 | H | H | 4-Br | 165–168 | 89 | 86 |
3i | H | CH3 | H | 2-Cl | H | 142–144 | 97 | 94 |
3j | CH3 | H | H | 4-OCH3 | H | 136–138 | 95 | 97 |
Conclusions
Experimental
General
General procedure for the synthesis of 1-aryl-3-(indol-3-yl)-3-(2-aryl-1,2,3-triazol-4-yl)propan-1-ones 3a-3j
Acknowledgements
- Sample Availability: Available from the authors
References
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Liu, C.-J.; Yu, C.-J. An Efficient Synthesis of 1-Aryl-3-(indole-3-yl)-3-(2-aryl-1,2,3-triazol-4-yl)propan-1-one Catalyzed by a Brønsted Acid Ionic Liquid. Molecules 2010, 15, 9197-9204. https://doi.org/10.3390/molecules15129197
Liu C-J, Yu C-J. An Efficient Synthesis of 1-Aryl-3-(indole-3-yl)-3-(2-aryl-1,2,3-triazol-4-yl)propan-1-one Catalyzed by a Brønsted Acid Ionic Liquid. Molecules. 2010; 15(12):9197-9204. https://doi.org/10.3390/molecules15129197
Chicago/Turabian StyleLiu, Chen-Jiang, and Chuan-Ji Yu. 2010. "An Efficient Synthesis of 1-Aryl-3-(indole-3-yl)-3-(2-aryl-1,2,3-triazol-4-yl)propan-1-one Catalyzed by a Brønsted Acid Ionic Liquid" Molecules 15, no. 12: 9197-9204. https://doi.org/10.3390/molecules15129197
APA StyleLiu, C.-J., & Yu, C.-J. (2010). An Efficient Synthesis of 1-Aryl-3-(indole-3-yl)-3-(2-aryl-1,2,3-triazol-4-yl)propan-1-one Catalyzed by a Brønsted Acid Ionic Liquid. Molecules, 15(12), 9197-9204. https://doi.org/10.3390/molecules15129197