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AlCl3-promoted reactions of allene 1a at room temperature with/without benzene at various conditions.
 | ||||||
| Entry | Equiv of AlCl3 | Equiv of benzene | Time, min | Yield of 8, % | Yield of 9 + 10a,b, % | Yield of 11a, % |
| 1 | 5 | no benzene | 15 | – | 33 (9) + 32 (10a) | – |
| 2 | 2.1 | no benzene | 15 | – | 35 (9) + 36 (10a) | – |
| 3 | 1 | 1.05 | 15 | 98 | – | – |
| 4 | 2.1 | 1.05 | 5 | – | – | 82 |
| 5 | 2.1 | 1.05 | 15 | – | – | 78 |
| 6 | 2.1 | 1.05 | 60 | – | – | 81 |
| 7a | 2.1 | no benzene | 15 | – | 45 (10b) | – |
aReaction mixture was quenched with methanol.
