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Acid screening scope for Friedel-Crafts reactions
| ||||||
|---|---|---|---|---|---|---|
| Entry | Acid | Amt. | Time (h) |
Conversiona | (±)- 6b |
(±)- 3b |
| 1 | La(OTf)3 | 20 mol% | 1 | 35% | 10% | 25% |
| 2 | 24 | 78% | 4% | 52% | ||
| 3 | Yb(OTf)3 | 20 mol% | 1 | 35% | 10% | 25% |
| 4 | 24 | 75% | 9% | 47% | ||
| 5 | MsOH | 10 mol% | 1 | 90% | 41%b | 39% |
| 6 | 24 | 99% | 0% | 81%b | ||
| 7 | p-TsOH | 10 mol% | 1 | 78% | 30% | 36% |
| 8 | 24 | 91% | 8% | 63% | ||
Conversion measured by 1H NMR analysis.
Isolated yield after silica gel chromatography.
