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. 2020 Mar 25;11(16):4074–4084. doi: 10.1039/c9sc06442g

Screening of catalysts and co-catalystsa.

graphic file with name c9sc06442g-u1.jpg
Entry Catalyst Co-catalysts Yield (%)
3a 4a 5a
1 Pd/C w/o 6 <1 4
2 Pd/C TsOH 85 <1 <1
3 Pd/C PhCOOH 7 <1 5
4 Pd/C CF3COOH 13 <1 4
5 Pd/C CH3SO3H 20 <1 <1
6 Pd/C Ti(OiPr)4 8 <1 3
7 Pd/C Al(OiPr)3 5 <1 6
8 Pd/C ZnCl2 <1 <1 <1
9 Pd/C B(C6F5)3 6 <1 <1
10 Pd/C Sc(O3SCF3)3 1 <1 1
11 Pd/C Na2CO3 2 <1 7
12 Pd/C K2CO3 1 <1 69
13 Pd/TiO2 TsOH 54 <1 <1
14 Pd/Al2O3 TsOH 4 <1 <1
15 Pd/CeO2 TsOH 11 <1 1
16 Pd/LDH TsOH <1 <1 9
17 Ru/C TsOH 3 <1 <1
18 Rh/C TsOH 54 13 <1
19 Pt/C TsOH 39 31 <1
a

Reaction conditions: catalyst (metal: 2 mol%), additive (10 mol%), 1a (0.5 mmol), 2a (0.5 mmol), mesitylene (2 mL), Ar (1 atm), temperature 160 °C, and time 2 h. Yields were determined by GC and are relative to 1a.