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. 2022 Sep 7;12(39):25280–25283. doi: 10.1039/d2ra04297e

Optimization of the reaction conditionsa,b.

graphic file with name d2ra04297e-u1.jpg
Entry Cat. P ligand Base Solvent Yieldb (%)
1 PdCl2 XPhos K3PO4 DMF 40
2 Pd2(dba)3 XPhos K3PO4 DMF 10
3 Pd(dppf)Cl2 XPhos K3PO4 DMF 35
4 Pd(PPh3)2Cl2 XPhos K3PO4 DMF 10
5 Pd(acac)2 XPhos K3PO4 DMF 19
6 Pd(OAc)2 XPhos K3PO4 DMF 58
7 Pd(OAc)2 dppe K3PO4 DMF 5
8 Pd(OAc)2 PPh3 K3PO4 DMF 6
9 Pd(OAc)2 dppp K3PO4 DMF 15
10 Pd(OAc)2 JohnPhos K3PO4 DMF 20
11 Pd(OAc)2 SPhos K3PO4 DMF 32
12 Pd(OAc)2 Ruphos K3PO4 DMF 30
13 Pd(OAc)2 XPhos K2HPO4 DMF 50
14 Pd(OAc)2 XPhos Cs2CO3 DMF 23
15 Pd(OAc)2 XPhos NaHCO3 DMF 25
16 Pd(OAc)2 XPhos Et3N DMF 21
17 Pd(OAc)2 XPhos K3PO4 DMSO 43
18 Pd(OAc)2 XPhos K3PO4 DMA 31
19 Pd(OAc)2 XPhos K3PO4 Dioxane Trace
20 Pd(OAc)2 XPhos K3PO4 MeCN 58
21 Pd(OAc)2 XPhos K3PO4 EtOH 46
22 Pd(OAc)2 XPhos K3PO4 iPrOH 72
23 Pd(OAc)2 XPhos K3PO4 tAmOH 63
graphic file with name d2ra04297e-u2.jpg
a

1a (0.36 mmol), 2a (0.30 mmol), cat. Pd (5 mo%), ligand (5 mo%), base (0.3 mmol), solvent (2.0 mL), 80 °C, 16 h, under N2.

b

Isolated yield.