Table 1.
Entry | Substrate (1) | Product (5) | Yield (%)[e] |
---|---|---|---|
1 | 68 | ||
2 | 47 | ||
3 | 74 | ||
4 | 77 | ||
5[b] | 45 | ||
6 | 62 | ||
7 | 61 | ||
8 | 61 | ||
9[c] | 42 | ||
10[d] | 40 | ||
11[c] | (Z, E mixture, 6:1) | 66[f] |
All reactions were carried out with olefin (1.0 mmol), Pd2(dba)3 (0.050 mmol), tri-2-furylphosphine (0.30 mmol), and N,N-di-t-butylthiadiaziridine 1,1-dioxide (4) (2.0 mmol) in benzene (0.25 mL) at 75 °C under argon for 10 h unless otherwise stated.
The reaction was carried out at 75 °C for 22 h.
The reaction was carried out at 65 °C for 6 h.
The reaction was carried out at 50 °C for 20 h.
Isolated yield.
7% yield of (1Z, 3E) isomer was also isolated.