Table 1. Cyclization of 4-pentynoic acid (1) a .
| ||
Entry | Conditions a | Yield b (%) |
1 | XantphosCu(i) | 12 |
2 | XantphosCu(ii) | 4 |
3 | CuOAc | 2 |
4 | Cu(OAc)2 | 0 |
5 c | XantphosCu(i) + Et3N | 39 |
6 c | XantphosCu(ii) + Et3N | 17 |
7 c | CuOAc + Et3N | 11 |
8 c | Cu(OAc)2 + Et3N | 0 |
aReaction conditions: [1] = 10 mM, [Cu] = 0.5 mM, CD3CN, RT, 24 h.
bYield determined by 1H NMR spectroscopy using 1,3,5-trimethoxybenzene as an internal standard.
c[Et3N] = 1.5 mM.