Table 1. Modifying the Base and Additives in the SMCC Reaction between 1 and 2b (Scheme 3).
| Precatalyst | Entry | Base | Additive | Conv (%)a | 3bC2–Ar:3bC4–Ar:3bdiaryla |
|---|---|---|---|---|---|
| Pd(OAc)2/1PPh3 | 1 | n-Bu4NOH | none | 100 | 10:70:20 |
| 2 | KOH | none | 89 | 26:46:28 | |
| 3 | KOH | n-Bu4NBr | 88 | 3:70:26 | |
| Pd(OAc)2/2PPh3 | 4 | n-Bu4NOH | none | 100 | 18:58:24 |
| 5 | KOH | n-Bu4NBr | 100 | 8:79:6 | |
| Pd3Cl2 | 6 | n-Bu4NOH | none | 100 | 15:69:16 |
| 7 | KOH | none | 92 | 38:38:24 | |
| 8 | KOH | n-Bu4NBr | 94 | 9:82:10 | |
| 9 | KOH | n-Oct4NBr | 100 | 7:90:3 |
a
Determined by 1H NMR analysis of the crude reaction mixture, after 1 h.