Table 1.
Optimization of reaction conditions: multicomponent versus domino reaction.
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Entry | TiCl4–M | THF (mL) | Acetone (mL) | CH2Cl2 (mL) | 1 (Yield, %a) | 2 (Yield, %a) |
1 | M = Zn | 10 | – | – | – | 84b |
2 | M = Zn | 10 | 0.37 (5 mmol) | – | 66 | 11 |
3 | M = Zn | –c | 10 | – | 63 | – |
4 | M = Zn | –c | 1 | 5 | 70 | – |
5 | M = Zn | –c | 0.37 (5 mmol) | 5 | 77 | – |
6 | M = Mn | –c | 0.37 (5 mmol) | 5 | 45 | – |
7 | M = Fe | –c | 0.37 (5 mmol) | 5 | – | – |
8 | – | –c | 0.37 (5 mmol) | 5 | – | – |
9 | M = Znd | –c | 0.37 (5 mmol) | 5 | – | – |
aYield determined by 1H NMR spectroscopy with acetophenone added as an internal standard to the crude reaction mixture after work-up. bData taken from [30]. cTHF was added dropwise diluted in a 80 wt % solution of t-BuOOH. dIn the absence of TiCl4.