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. 2024 Nov 5;14(48):35386–35390. doi: 10.1039/d4ra06887d

Synthesis of the benzimidazolesa.

graphic file with name d4ra06887d-u2.jpg
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
a

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.