Synthesis of the benzimidazolesa.
| |||
|---|---|---|---|
| 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.