B(C6F5)3-catalyzed carbon–carbon bond-forming reactions with 5a.
| ||||
|---|---|---|---|---|
| Entry | Ar | R1 | R2 | Yieldb (%) (dr) |
| 1 | Ph (5a) | H | Me (3a) | 70 (6a) |
| 2c | Ph (5a) | H | Me (3a) | 0 (6a) |
| 3d | Ph (5a) | H | Me (3a) | <5 (6a) |
| 4e | Ph (5a) | H | Me (3a) | 9 (6a) |
| 5f | Ph (5a) | H | Me (3a) | 0 (6a) |
| 6 | p-MeOC6H4 (5b) | H | Me (3a) | 90 (6b) |
| 7 | p-BrC6H4 (5c) | H | Me (3a) | 61 (6c) |
| 8 | o-MeC6H4 (5d) | H | Me (3a) | 0 (6d) |
| 9 | Ph (5a) | H | Et (3b) | 70 (6e) |
| 10 | p-MeOC6H4 (5b) | Me | Ph (3c) | 76 (1.1 : 1)g (6f) |
a
Unless otherwise noted, the reactions were performed with 0.1 mmol of 5 and 0.3 mmol of 3 in MeCN (1 mL) in the presence of 10 mol% of B(C6F5)3 at room temperature under 405 nm LED irradiation under an Ar atmosphere.
b
Isolated yield.
c
No LED irradiation.
d
Without B(C6F5)3.
e
With BPh3 instead of B(C6F5)3 as a catalyst.
f
With BF3·OEt2 instead of B(C6F5)3 as a catalyst.
g
Determined by 1H NMR analysis.