Table 3.
Scope of the arene substrates.a
 | ||||
| Entry | Arene | Product | Isolated yield [%] | Ratio of o/m/p isomers |
| 1 |
 17 |
 17-B |
48 | – |
| 2 |
 18 |
 18-B |
42 | 0/64/36 |
| 3 |
 19 |
 19-B |
35 | 0/60/40 |
| 4 |
 20 |
 20-B |
49 | 0/76/24 |
| 5 |
 21 |
 21-B |
31 | – |
| 6b |
 22 |
 22-B |
50 | – |
aReaction conditions: arene (1.0 mL), 1g (0.50 mmol), [Ir(OMe)(cod)]2 (0.050 mmol), ICy·HCl (0.10 mmol), NaOt-Bu (0.20 mmol) at 110 °C for 15 h. After treatment with pinacol (2.0 mmol), the borylated product was converted to the corresponding pinacolate. bNaphthalene (3.0 mmol) was used in methylcyclohexane (1.0 mL).