Table 2.
entry | amine | alkyne | product | 4 (mol %) | t (h) | yd (%)b |
---|---|---|---|---|---|---|
1 | R = Et | 7a | 1 | 24 | 96 | |
2 | R = Ph | 7b | 2 | 24 | 93 | |
3 | R = C6H4-p-OMe | 7c | 2 | 20 | 90 | |
4 | R = 2-SC4H3 | 7d | 5 | 24 | 92 | |
5 | X = H | R = Me | 8a | 2 | 20 | 93 |
6 | X = H | R = p-Tol | 8b | 3 | 24 | 75 |
7 | X = H | R = C6H4-p-Cl | 8c | 3 | 24 | 70 |
8 | X = OMe | R = Et | 8d | 3 | 24 | 82 |
9 | R = n-Bu | 9a | 5 | 20 | 70 | |
10 | R = Ph | 9b | 5 | 24 | 91 |
Reaction conditions: amine (1.5 mmol), alkyne (2–5 mmol), Ru3(CO)12/HBF4·OEt2 (1:3), benzene (2–5 mL), 90–95 °C.
Isolated yield based on amine.