Table 1.
Scope of functionalized arylboronic acids.[a]
| Entry | Ar | t [h] | Yield of 3 [%][b] |
|---|---|---|---|
| 1 | Ph | 21 | 87 (3 aa) |
| 2 | 3‐Me‐C6H4 | 18 | 94 (3 ab) |
| 3 | 4‐tBu‐C6H4 | 16 | 64 (3 ac) |
| 4 | 2‐MeO‐C6H4 | 21 | 76 (3 ad) |
| 5 | 3‐MeO‐C6H4 | 20 | 77 (3 ae) |
| 6 | 4‐MeO‐C6H4 | 16 | 80 (3 af) |
| 7[c] | 3‐Br‐C6H4 | 14 | 82 (3 ag) |
| 8[c] | 4‐F‐C6H4 | 17 | 90 (3 ah) |
| 9[c,d] | 3‐O2N‐C6H4 | 21 | 91 (3 ai) |
| 10[c] | 4‐O2N‐C6H4 | 17 | 80 (3 aj) |
| 11[c] | 4‐formyl‐C6H4 | 15 | 70 (3 ak) |
| 12[c] | 4‐acetyl‐C6H4 | 16 | 85 (3 al) |
| 13[c] | 2‐naphthyl | 17 | 71 (3 am) |
[a] The reaction was conducted at 50 °C in acetone (1 mL) with 1 a (0.2 mmol), arylboronic acid 2 (1.3 equiv), and BQ (1.1 equiv) in the presence of Pd(OAc)2 (1 mol %). [b] Yield of isolated product after column chromatography. [c] LiOAc.2H2O (50 mol %) was added to the reaction mixture. [d] Product 3 ai was obtained in only 41 % yield in the absence of LiOAc.2 H2O.