Substrate scope for the formation of various O-acylhydroxamates 3a.
| |||
|---|---|---|---|
| Entry | R | R1 | Yield of 3b (%) |
| 1 | Ph | Ph | 3a, 80 |
| 2 | 4-MeC6H4 | Ph | 3b, 74 |
| 3 | 4-BrC6H4 | Ph | 3c, 76 |
| 4 | 2-Furyl | Ph | 3d, 70 |
| 5 | 2-Naphthyl | Ph | 3e, 76 |
| 6 | Cy | Ph | 3f, 69 |
| 7 | Ph | 4-MeC6H4 | 3g, 68 |
| 8 | Ph | 4-MeOC6H4 | 3h, 66 |
| 9 | Ph | 4-tBuC6H4 | 3i, 64 |
| 10 | Ph | 3,5-Di-Me-C6H3 | 3j, 67 |
| 11 | Ph | 4-FC6H4 | 3k, 74 |
| 12 | Ph | 4-ClC6H4 | 3l, 70 |
| 13 | Ph | 2-BrC6H4 | 3m, 67 |
| 14 | Ph | 3-BrC6H4 | 3n, 67 |
| 15 | Ph | 4-BrC6H4 | 3o, 70 |
| 16 | Ph | 4-CF3C6H4 | 3p, 62 |
| 17 | Ph | 2-Thienyl | 3q, 74 |
| 18 | Ph | 2-Naphthyl | 3r, 71 |
| 19 | Ph | 2-Styryl | 3s, 70 |
| 20 | Ph | Cy | 3t, 69 |
| 21 | Ph |
|
3u, 64 |
Reaction conditions: oxime chloride 1 (0.22 mmol), carboxylic acid 2 (0.2 mmol), DABCO (0.22 mmol), dioxane (1 mL), at room temperature for 12 h.
Isolated yield.