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. 2022 Sep 12;87(19):13023–13033. doi: 10.1021/acs.joc.2c01561

Table 2. Optimization of [Pd]-Catalyzed Annulation.

graphic file with name jo2c01561_0008.jpg

entrya catalyst ligand base yieldc
9 Pd(OAc)2 dppf K3PO4 65%
10 PdCl2 dppf K3PO4 16%
11 PdO dppf K3PO4 20%
12 Pd(OAc)2 Xantphos K3PO4 33%
13b Pd(OAc)2 dppf K3PO4 42%
14 Pd(OAc)2 dppf Cs2CO3 72%
15 Pd(OAc)2 dppf K2CO3 81%
16 PdCl2(PPh3)2 K3PO4 n.dd
17 Pd(dppf)Cl2 K3PO4 34%
18 [(C6H5)3P]2Pd(CH2C6H5)Cl K3PO4 trace
19 PdCl2·(CH3CN)2 K3PO4 trace
a

Reaction conditions: 10a (0.5 mmol), catalyst (5 mol %), ligand (10 mol %), base (1 mmol), 1,4 dioxane (5 mL), reflux, overnight.

b

Microwave, 120 °C, 30 min.

c

Isolated yields.

d

Not detected.