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. 2022 Jan 17;9:773855. doi: 10.3389/fchem.2021.773855

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 graphic file with name fchem-09-773855-fx24.jpg graphic file with name fchem-09-773855-fx25.jpg Pd2dba3 (5 mol%) dppf (10 mol%), TBAF (6.0 equiv), NMP, 90°C, 1 h 88 Moon et al. (2008b)
2 graphic file with name fchem-09-773855-fx26.jpg graphic file with name fchem-09-773855-fx27.jpg Pd2dba3 (2 mol%) PPh3 (16 mol%), Ag2O (1–3 equiv), LiI (3–6 equiv), DMF 64 Kim and Lee, (2009)
3 graphic file with name fchem-09-773855-fx28.jpg graphic file with name fchem-09-773855-fx29.jpg Pd (OAc)2 XPhos, Cs2CO3, THF, 80°C 70–95 Zhang et al. (2010)
4 graphic file with name fchem-09-773855-fx30.jpg graphic file with name fchem-09-773855-fx31.jpg Palladacycle (1 mol%) Xphos (4 mol%), K2CO3 (2 equiv), xylene/H2O 120°C, 3 h 94 Li et al. (2013)
5 graphic file with name fchem-09-773855-fx32.jpg graphic file with name fchem-09-773855-fx33.jpg Pd (PPh3)2Cl2 (1 mol%) 2 mol% of dppb, DMSO, 110°C, 2 h 96 Moon et al. (2008a)
6 graphic file with name fchem-09-773855-fx34.jpg graphic file with name fchem-09-773855-fx35.jpg [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 graphic file with name fchem-09-773855-fx36.jpg graphic file with name fchem-09-773855-fx37.jpg CuI (10 mol%) 1,10-Phen (10 mol%), Cs2CO3 (1.5 equiv), DMF, 130°C, 24 h 99 Zhao et al. (2010)
8 graphic file with name fchem-09-773855-fx38.jpg graphic file with name fchem-09-773855-fx39.jpg CuI (2 mol%) PPh3 (4 mol%), K2CO3 (3 equiv), DMSO/H2O 100°C, 24 h, under argon 97 Li et al. (2012)
9 graphic file with name fchem-09-773855-fx40.jpg graphic file with name fchem-09-773855-fx41.jpg 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 graphic file with name fchem-09-773855-fx42.jpg graphic file with name fchem-09-773855-fx43.jpg CuSO4·5H2O (10 mol%) L (10 mol%), K2CO3(2 equiv), DMF, 130°C 90 Wang et al. (2016)
11 graphic file with name fchem-09-773855-fx44.jpg graphic file with name fchem-09-773855-fx45.jpg Ni (acac)2 (10 mol%) 1,10-Phen (10 mol%), CsF(1 equiv), CuF2(1 Equiv) 90 Edwin Raja et al. (2016)
12 a graphic file with name fchem-09-773855-fx46.jpg graphic file with name fchem-09-773855-fx47.jpg Pd-CNT (5 mol%) DBU (2 equiv.), DMSO, 90°C, 12 h 95 Pyo et al. (2013)
13 a graphic file with name fchem-09-773855-fx48.jpg graphic file with name fchem-09-773855-fx49.jpg Pd@PS (3 mol%) DBU (3 equiv), DMF, 110°C, 12 h 66 Reddy et al. (2016)
14 a graphic file with name fchem-09-773855-fx50.jpg graphic file with name fchem-09-773855-fx51.jpg Cu-DF@ ASMNP Cs2CO3, toluene, 100°C, 12 h 92 This work
a

Heterogeneous catalyst.