Table 3.
Optimization for Large Scale Reactions
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---|---|---|---|---|---|
Entry | Scale (mmol) | Catalyst (mol %) | Conc. (M) | Cu(OAc)2•H2O (mol %) | GC/MS yield (%) |
1 | .22 | 5 | 0.3 | 20 | 86 |
2 | .22 | 1 | 0.3 | 20 | 15 |
3a | .22 | 1 | 0.3 | 20 | 37 |
4a | .22 | 2.5 | 0.15 | 20 | 35 |
5a | .44 | 1 | 0.6 | 20 | 45 |
6a | 6.22 | 2 | 0.6 | 20 | 69b |
7c | .22 | 5 | .3 | 0 | 40 |
Portionwise addition of alkyne; see SI.
Isolated yield.
Reaction conducted under O2 in presence of NaOAc (4 equiv).