Table 1. Reaction Optimization.
 | ||||||
|---|---|---|---|---|---|---|
| entry | catalyst | temp. | additive | % conv.a | % yielda | (I:b)b |
| 1 | no palladium | RT | -- | <2 | -- | -- |
| 2c | Pd(IiPr)(OTs)2 | RT | Cu(OTf)2, O2 | <2 | -- | -- |
| 3 | Pd(IiPr)(OTs)2 | RT | -- | 85 | 80 | 15:1 |
| 4 | Pd(MeCN)2(OTs)2 | RT | -- | 86 | 81 | 16:1 |
| 5 | Pd(MeCN)2Cl2 | RT | -- | 88 | 80 | 17:1 |
| 6 | Pd(MeCN)2Cl2 | 0 °C | -- | 95 | 86 | 17:1 |
| 7 | Pd(MeCN)2Cl2 | 0 °C | 3 Å MS | 99 | 91 | 17:1 |
a
Measured by GC using an internal standard.
b
Ratio of linear:branched product isomers determined by GC. Yields are a combination of both linear and branched products.
c
Zn(OTf)2 and BQ were not added.