Synthesis of quinoxalin-2(1H)-onesa.
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Entry | 1, R1, R2 | 4, R5 | 5, yielda (%) |
1 | 1a, H, Bn | 4a, i-Pr | 5a, 78 |
2 | 1a, H, Bn | 4a, i-Pr | 5a, 81b |
3 | 1b, Me, Bn | 4a, i-Pr | 5b, 57 |
4 | 1c, F, Bn | 4a, i-Pr | 5c, 61 |
5 | 1a, H, Bn | 4b, n-Pr | 5d, 71 |
6 | 1b, Me, Bn | 4b, n-Pr | 5e, 55 |
7 | 1c, F, Bn | 4b, n-Pr | 5f, 57 |
8 | 1a, H, Bn | 4c, n-Bu | 5g, 55 |
9 | 1b, Me, Bn | 4c, n-Bu | 5h, 56 |
10 | 1c, F, Bn | 4c, n-Bu | 5i, 57 |
11 | 1a, H, Bn | 4d, Cy | 5j, 71 |
12 | 1b, Me, Bn | 4d, Cy | 5k, 55 |
13 | 1c, F, Bn | 4d, Cy | 5l, 51 |
14 | 1d, H, Me | 4a, i-Pr | 5m, 71 |
15 | 1e, Me, Me | 4a, i-Pr | 5n, 52 |
16 | 1f, F, Me | 4a, i-Pr | 5o, 56 |
17 | 1d, H, Me | 4b, n-Pr | 5p, 67 |
18 | 1e, Me, Me | 4b, n-Pr | 5q, 65 |
19 | 1f, F, Me | 4b, n-Pr | 5r, 71 |
20 | 1d, H, Me | 4c, n-Bu | 5s, 66 |
21 | 1e, Me, Me | 4c, n-Bu | 5t, 61 |
22 | 1f, F, Me | 4c, n-Bu | 5u, 63 |
23 | 1d, H, Me | 4d, Cy | 5v, 53 |
24 | 1e, Me, Me | 4d, Cy | 5w, 54 |
25 | 1f, F, Me | 4d, Cy | 5x, 51 |
Reaction conditions: a mixture of 1 (0.6 mmol), 4 (0.6 mmol) and CF3COOH (0.6 mmol) in MeCN (2.0 mmol) while stirring in open flask at room temperature.
N2 balloon (1.0 atm).