Table 2.
entry | substrate | major product | yield (%) | isomer ratio |
---|---|---|---|---|
1[c] | 87 | --- | ||
2 | 81 | a : b : c 2.7 : 1.4 : 1 |
||
3 | 76 | --- | ||
4 | 76 | a : b : c 5.2 : 3.5 : 1 |
||
5 | 65 | a : b 1.4 : 1 |
||
6 | 78 | --- | ||
7 | 87 | a : b : c 2.7 : 1.2 : 1 |
||
8[c] | 88 | --- | ||
9 | 85 | a : b : c 13 : 7.3 : 1 |
||
10 | 70 | a : b 4 : 1 |
||
11[c] | 46 | a : b : c 1.7 : 1.2 : 1 |
||
12[c] | 44 | a : b >20 : 1 |
||
13 | 72 | a : b 8 : 1 |
||
14[d] | 70 | a : b 4.8 : 1 |
||
15[d] | 42 | --- |
General conditions: substrate (10 equiv), TMSCF3 (1 equiv) in DCE at 85 °C for 24 h.
Yield and selectivity determined by 19F NMR analysis of the crude reaction mixtures.
20 equiv substrate used.
5 equiv substrate used.