Table 1.
| ||||
---|---|---|---|---|
entry | R = | kMe | khyd | kMe/kMeH |
1a | H | 4.6 ± 0.1 × 10−5 | 2.8 ± 0.2 × 10−6 | 1 |
1b | 3-F | 3.1 ± 0.1 × 10−2 | 1.1 ± 0.1 × 10−3 | 670 |
1c | 5-F | 1.6 ± 0.2 × 10−4 | NDb | 3.5 |
1d | 5-CF3 | 2.83 ± 0.03 × 10−3 | 6.0 ± 0.1 × 10−4 | 60 |
1e | 6-CF3 | 4.63 ± 0.08 × 10−3 | 8.7 ± 0.2 × 10−4 | 100 |
1f | 5-NO2 | 5.6 ± 0.1 × 10−3 | 2.2 ± 0.1 × 10−2 | 120 |
1g | 4-CN | 2.47 ± 0.06 × 10−3 | 3.3 ± 0.2 × 10−4 | 50 |
1h | 5-CN | 5.13 ± 0.07 × 10−3 | 3.9 ± 0.1 × 10−3 | 110 |
1i | 6-CN | 5.8 ± 0.2 × 10−3 | 2.1 ± 0.1 × 10−3 | 125 |
Reactions were conducted in d6-DMSO at 25.0 ± 0.5 °C and were monitored by 1H NMR spectroscopy at 500 MHz.
ND = not determined.