Efficient Synthesis of β-Enaminones and β-Enaminoesters Catalyzed by Gold (I)/Silver (I) under Solvent-Free Conditions
Abstract
:1. Introduction
2. Results and Discussion
Entry | Catalyst | Time (h) | Yield (%) b |
---|---|---|---|
1 | - | 2 | 25 |
2 | (PPh3)AuCl | 2 | 33 |
3 | AgOTf | 2 | 28 |
4 | (PPh3)AuCl + AgOTf | 2 | 98 |
5c | (PPh3)AuCl + AgOTf | 6 | 85 |
Entry | 2 (R1) | Time | 3 | Yield (%) b |
---|---|---|---|---|
1 | 4-CH3OC6H4 | 2 h | | 98 |
2 | C6H5 | 4 h | | 85 |
3 | 4-CH3C6H4 | 3 h | | 87 |
4 | 4-BrC6H4 | 4 h | | 90 |
5 | 4-ClC6H4 | 5 h | | 88 |
6 | C10H7 | 5 h | | 96 |
7 | Bn | 5 min | | 95 |
8 | n-C4H9 | 5 min | | 96 |
9 | Allyl | 1.5 h | | 98 |
10 | 2-Hydroxyethyl | 5 min | | 96 |
Entry | 2 (R1) | 4 | Time | 5 | Yield (%) b |
---|---|---|---|---|---|
1 | 4-CH3OC6H4 | 4a | 3 h | | 98 |
2 | C6H5 | 4a | 5 h | | 82 |
3 | 4-CH3C6H4 | 4a | 4 h | | 92 |
4 | 4-BrC6H4 | 4a | 5 h | | 86 |
5 | 4-ClC6H4 | 4a | 5 h | | 76 |
6 | C10H7 | 4a | 8 h | | 85 |
7 | Bn | 4a | 5 min | | 97 |
8 | n-C4H9 | 4a | 5 min | | 95 |
9 | Allyl | 4a | 1 h | | 97 |
10 | 2-Hydroxyethyl | 4a | 5 min | | 96 |
11 | 4-CH3OC6H4 | 4b | 2 h | | 93 |
12 | C6H5 | 4b | 2 h | | 87 |
13 | 4-CH3C6H4 | 4b | 1.5 h | | 94 |
14 | 4-BrC6H4 | 4b | 2 h | | 92 |
15 | 4-ClC6H4 | 4b | 2 h | | 90 |
16 | C10H7 | 4b | 2 h | | 90 |
17 | Bn | 4b | 5 min | | 85 |
3. Experimental
3.1. General
3.2. Preparation of (PPh3)AuCl
3.3. Typical Procedure for the Synthesis of β-Enaminones and β-Enaminoesters
4. Conclusions
Acknowledgements
- Sample Availability: Samples of the compounds are available from the authors.
References and Notes
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Zhang, M.; Abdukader, A.; Fu, Y.; Zhu, C. Efficient Synthesis of β-Enaminones and β-Enaminoesters Catalyzed by Gold (I)/Silver (I) under Solvent-Free Conditions. Molecules 2012, 17, 2812-2822. https://doi.org/10.3390/molecules17032812
Zhang M, Abdukader A, Fu Y, Zhu C. Efficient Synthesis of β-Enaminones and β-Enaminoesters Catalyzed by Gold (I)/Silver (I) under Solvent-Free Conditions. Molecules. 2012; 17(3):2812-2822. https://doi.org/10.3390/molecules17032812
Chicago/Turabian StyleZhang, Ming, Ablimit Abdukader, Yong Fu, and Chengjian Zhu. 2012. "Efficient Synthesis of β-Enaminones and β-Enaminoesters Catalyzed by Gold (I)/Silver (I) under Solvent-Free Conditions" Molecules 17, no. 3: 2812-2822. https://doi.org/10.3390/molecules17032812