Synthesis of the benzimidazolesa.
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Entry | 1, R1, R2 | 2, R3, R4 | 3, yield (%) |
1 | 1a, H, Bn | 2a, Me, Me | 3a, 91 |
2 | 1b, Me, Bn | 2a, Me, Me | 3b, 81 |
3 | 1c, F, Bn | 2a, Me, Me | 3c, 83 |
4 | 1a, H, Bn | 2b, Et, Et | 3d, 89 |
5 | 1b, Me, Bn | 2b, Et, Et | 3e, 78 |
6 | 1c, F, Bn | 2b, Et, Et | 3f, 82 |
7 | 1a, H, Bn | 2c, Ph, Cy | 3g, 74 |
8 | 1b, Me, Bn | 2c, Ph, Cy | 3h, 59 |
9 | 1c, F, Bn | 2c, Ph, Cy | 3i, 63 |
10 | 1d, H, Me | 2a, Me, Me | 3j, 89 |
11 | 1e, Me, Me | 2a, Me, Me | 3k, 69 |
12 | 1f, F, Me | 2a, Me, Me | 3l, 68 |
13 | 1d, H, Me | 2b, Et, Et | 3m, 86 |
14 | 1e, Me, Me | 2b, Et, Et | 3n, 64 |
15 | 1f, F, Me | 2b, Et, Et | 3o, 62 |
16 | 1d, H, Me | 2c, Ph, Cy | 3p, 73 |
17 | 1e, Me, Me | 2c, Ph, Cy | 3q, 58 |
18 | 1f, F, Me | 2c, Ph, Cy | 3r, 60 |
19 | 1g, H, Ph | 2a, Me, Me | 3s, 88 |
20 | 1g, H, Ph | 2b, Et, Et | 3t, 85 |
21 | 1g, H, Ph | 2c, Ph, Cy | 3u, 73 |
Reaction conditions: a mixture of 1 (0.6 mmol), 2 (0.6 mmol) and CF3COOH (0.6 mmol) in MeCN (2.0 mmol) while stirring in open flask at room temperature.