Table 1.
Selected examples of medium-sized heterocycles obtained by intramolecular Heck reaction.
| Entry | Product a | Reaction Conditions | Yields (%) (Examples) b |
Ref. |
|---|---|---|---|---|
| 1 |
|
cat. PdCl2(PPh3)2, K2CO3, EtOH, DMF, 100 °C, 2 h | 52 | [19] |
| 2 |
|
cat. Pd(OAc)2, AcOK, TBAB, DMF, 100 °C, 4 h | 60–86 (10) |
[20] |
| 3 |
|
cat. Pd(OAc)2, K2CO3, MeCN, 80 °C, 1 h | 61–70 (4) |
[21] |
| 4 |
|
cat. Pd(OAc)2/PPh3, Cs2CO3, TBAC, DMF, 90 °C, 2 h | 80–84% | [22] |
| 5 |
|
cat. Pd(OAc)2, AcOK, TBAB, DMF, 100 °C, 4 h | 79–91 (4) |
[23] |
| 6 |
|
cat. Pd(OAc)2, TEAC, Cy2NMe, DMA, 100 °C, 12 h | 69 | [24] |
| 7 |
|
cat. Pd(OAc)2, Cs2CO3, TBAB, DMF, 100 °C, 12 h | 59 | [25] |
| 8 |
|
cat. Pd2(dba)3.CHCl3, PPh3, NEt3, DMF, 130 °C | 72 | [26] |
| 9 |
|
cat. Pd(OAc)2, NaHCO3, TBAC, DMF, 110 °C, 16 h | 73–86 (2) |
[27] |
| 10 |
|
cat. Pd(OAc)2, TEAC, Cy2NMe, DMA, 95 °C, 6 h | 72 | [24] |
| 11 |
|
cat. Pd(OAc)2, PPh3, NEt3, MeCN, MW (125 °C), 6 h | 85 | [28] |
| 12 |
|
cat. Pd(OAc)2, AcOK, TBAB, DMF | 80–85 (5) |
[29] |
| 13 |
|
cat. Pd(OAc)2/DavePhos, K2CO3, MeCN, 80 °C, 1 h | 47 | [30] |
| 14 |
|
cat. Pd(OAc)2/JohnPhos, TBAA, DMF, 100 °C | 60 | [31] |
a The formed bond is indicated in magenta. b Number of examples.