Table 1. Conversion of 5-(β-Chlorovinyl)sulfones to 5-(β-Keto)sulfonesa.
entry | substrate | product | yield (%)b |
---|---|---|---|
1 | 5 | 12 | 72 |
2 | 9a | 12 | 65 |
3 | 9b | 13 | 74 |
4 | 9c | 13 | 70 |
5 | 4 | 14 | 59 |
6 | 3 | 15 | 64 |
(i) 5-(β-Chlorovinyl)sulfones 3–5, 9a–c (0.2 mmol) in NH3/MeOH, room temperature (rt), 3–12 h; (ii) 0.1 M HCl in MeCN, rt, 2 h.
Isolated yields.