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. 2018 Apr 16;3(4):4276–4288. doi: 10.1021/acsomega.8b00584

Table 1. Conversion of 5-(β-Chlorovinyl)sulfones to 5-(β-Keto)sulfonesa.

graphic file with name ao-2018-00584b_0009.jpg

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
a

(i) 5-(β-Chlorovinyl)sulfones 35, 9ac (0.2 mmol) in NH3/MeOH, room temperature (rt), 3–12 h; (ii) 0.1 M HCl in MeCN, rt, 2 h.

b

Isolated yields.