Table 1.
Entry | Product | R or R′ | Time/min | Yieldb/% |
---|---|---|---|---|
1 |
4a–4d |
4a, H (1a) | 18 | 85 |
2 | 4b, 4-Fluoro (1b) | 20 | 81 | |
3 | 4c, 4-Bromo (1d) | 22 | 82 | |
4 | 4d, 4-Methyl (1e) | 16 | 88 | |
5 |
4c–4j |
4e, H (1a) | 18 | 86 |
6 | 4f, 4-Fluoro (1b) | 24 | 82 | |
7 | 4g, 4-Chloro (1c) | 20 | 84 | |
8 | 4h, 4-Bromo (1d) | 18 | 85 | |
9 | 4i, 4-Methyl (1e) | 16 | 87 | |
10 |
4k–4n |
4j, 4-Methoxy (1f) | 15 | 89 |
11 | 4k, 4-Chloro (1b) | 22 | 79 | |
12 | 4l, 4-Bromo (1d) | 20 | 75 | |
13 | 4m, 4-Methyl (1e) | 18 | 81 | |
14 | 4n, 4-Ethoxy (1f) | 18 | 84 | |
15 |
4o–4s |
4o, 4-Fluoro (1b) | 26 | 82 |
16 | 4p, 4-Chloro (1c) | 22 | 77 | |
17 | 4q, 4-Bromo (1d) | 22 | 79 | |
18 | 4r, 4-Methyl (1e) | 18 | 84 | |
19 | 4s, 4-Methoxy (1f) | 18 | 85 | |
20 |
4t–4v |
4t, Methyl (3a) | 20 | 79 |
21 | 4u, Ethyl (3b) | 22 | 76 | |
22 | 4w, Propyl (3c) | 22 | 78 | |
23 | 4v, Isopropyl (3d) | 20 | 80 |
Reagents and conditions: 120 °C, microwave heating.
Isolated yield.