TABLE 2.
A comparison of the obtained results with previous published work for the synthesis of internal alkynes.
| S.No | Acid | Coupling partner | Catalyst | Conditions | Yield (%) | Ref |
|---|---|---|---|---|---|---|
| 1 |
|
|
Pd2dba3 (5 mol%) | dppf (10 mol%), TBAF (6.0 equiv), NMP, 90°C, 1 h | 88 | Moon et al. (2008b) |
| 2 |
|
|
Pd2dba3 (2 mol%) | PPh3 (16 mol%), Ag2O (1–3 equiv), LiI (3–6 equiv), DMF | 64 | Kim and Lee, (2009) |
| 3 |
|
|
Pd (OAc)2 | XPhos, Cs2CO3, THF, 80°C | 70–95 | Zhang et al. (2010) |
| 4 |
|
|
Palladacycle (1 mol%) | Xphos (4 mol%), K2CO3 (2 equiv), xylene/H2O 120°C, 3 h | 94 | Li et al. (2013) |
| 5 |
|
|
Pd (PPh3)2Cl2 (1 mol%) | 2 mol% of dppb, DMSO, 110°C, 2 h | 96 | Moon et al. (2008a) |
| 6 |
|
|
[PdCl (allyl)]2 (2.5 mol%) | SPhos (7.5 mol%), TBAF (3.0 equiv), NMP/H2O, 80°C, 14 h | 84 | Tartaggia et al. (2012) |
| 7 |
|
|
CuI (10 mol%) | 1,10-Phen (10 mol%), Cs2CO3 (1.5 equiv), DMF, 130°C, 24 h | 99 | Zhao et al. (2010) |
| 8 |
|
|
CuI (2 mol%) | PPh3 (4 mol%), K2CO3 (3 equiv), DMSO/H2O 100°C, 24 h, under argon | 97 | Li et al. (2012) |
| 9 |
|
|
CuI (0.5 mol%)/Fe (acac)3) (1 equiv) | K3PO4 (2 equiv), DMSO (2 ml), 140°C, 24–48 h, under argon | 98 | Li et al. (2011) |
| 10 |
|
|
CuSO4·5H2O (10 mol%) | L (10 mol%), K2CO3(2 equiv), DMF, 130°C | 90 | Wang et al. (2016) |
| 11 |
|
|
Ni (acac)2 (10 mol%) | 1,10-Phen (10 mol%), CsF(1 equiv), CuF2(1 Equiv) | 90 | Edwin Raja et al. (2016) |
| 12 a |
|
|
Pd-CNT (5 mol%) | DBU (2 equiv.), DMSO, 90°C, 12 h | 95 | Pyo et al. (2013) |
| 13 a |
|
|
Pd@PS (3 mol%) | DBU (3 equiv), DMF, 110°C, 12 h | 66 | Reddy et al. (2016) |
| 14 a |
|
|
Cu-DF@ ASMNP | Cs2CO3, toluene, 100°C, 12 h | 92 | This work |
Heterogeneous catalyst.