A Microwave-Assisted Bismuth Nitrate-Catalyzed Unique Route Toward 1,4-Dihydropyridines
Abstract
:1. Introduction
2. Results and Discussion
2.1. Results
Entry | Bi-salt (10 mol%) | Yield (%) a |
---|---|---|
1 | BiCl3 | 81 |
2 | Bi(OTf)3 | 79 |
3 | BiI3 | 72 |
4 | Bi5O(OH)9(NO3)3 | 67 |
5 | BiBr3 | 73 |
6 | Bi(NO3)3.5H2O | 96 |
7 | No catalyst | 52 |
Entry | Bi (NO3)3.5H2O (mol%) | Yield (%) a |
---|---|---|
1 | 30 | 88 |
2 | 25 | 87 |
3 | 20 | 93 |
4 | 15 | 91 |
5 | 10 | 96 |
6 | 5 | 99 |
7 | 2 | 86 |
8 | 1 | 73 |
Entry | Solvent (1 mL) | Yield (%) a |
---|---|---|
1 | Water | 91 |
2 | THF | 77 |
3 | Ethanol | 79 |
4 | Toluene | 62 |
5 | Methanol | 76 |
6 | Dichloromethane | 71 |
7 | DMSO | 76 |
8 | Neat | 99 |
2.2. Discussion
Entry | Aldehyde | 1,3-Dicarbonyl | Ammonia | Product | Time | Yield (%) a |
---|---|---|---|---|---|---|
compounds | source | (min) | ||||
1 | 1 | 99 | ||||
2 | 2.5 | 91 | ||||
3 | 2 | 93 | ||||
4 | 1.5 | 94 | ||||
5 | 2.5 | 90 | ||||
6 | 3 | 91 | ||||
7 | 11.5 | 99 | ||||
8 | 2 | 89 | ||||
9 | 2.5 | 94 | ||||
10 | 2 | 97 | ||||
11 | 3 | 84 | ||||
12 | 3 | 91 | ||||
13 | 3 | 93 | ||||
14 | 3 | 89 | ||||
15 | 2.5 | 98 | ||||
16 | 3 | 95 | ||||
17 | 2 | 95 | ||||
18 | 2 | 93 | ||||
19 | 2 | 98 | ||||
20 | 2.5 | 97 | ||||
21 | 3 | 90 | ||||
22 | 2.5 | 92 | ||||
23 | 3 | 91 | ||||
24 | 3 | 86 | ||||
25 | 3 | 87 |
3. Experimental
3.1. General
3.2. General Procedure for the One-Pot, Three-Component Synthesis of 1,4-Dihydropyridines
4. Conclusions
Acknowledgments
References and Notes
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Bandyopadhyay, D.; Maldonado, S.; Banik, B.K. A Microwave-Assisted Bismuth Nitrate-Catalyzed Unique Route Toward 1,4-Dihydropyridines. Molecules 2012, 17, 2643-2662. https://doi.org/10.3390/molecules17032643
Bandyopadhyay D, Maldonado S, Banik BK. A Microwave-Assisted Bismuth Nitrate-Catalyzed Unique Route Toward 1,4-Dihydropyridines. Molecules. 2012; 17(3):2643-2662. https://doi.org/10.3390/molecules17032643
Chicago/Turabian StyleBandyopadhyay, Debasish, Stephanie Maldonado, and Bimal K. Banik. 2012. "A Microwave-Assisted Bismuth Nitrate-Catalyzed Unique Route Toward 1,4-Dihydropyridines" Molecules 17, no. 3: 2643-2662. https://doi.org/10.3390/molecules17032643