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. 2018 Feb 26;8(16):8761–8769. doi: 10.1039/c8ra00485d

The effect of solvent and temperature for synthesis of pentafulvenea.

Entry Solvent Temp. (°C) Yieldb (%)
1 DMF Reflux 80
2 DMF 130 85
3 DMF 110 92
4 DMF 90 92
5 DMF 70 92
6 DMF 50 92
7 DMF r.t. 92
8 DMSO r.t. 74
9 Dioxane r.t. 82
10 CH3CN r.t. 69
11 CH2Cl2 r.t. 77
12 EtOAc r.t. 82
13 THF r.t. 74
14 Toluene r.t. 69
15 CHCl3 r.t. 77
16 n-Hexane r.t. 21
17 Benzene r.t. 17
18 CCl4 r.t. 15
19 Cyclohexane r.t. 10
20 H2O r.t. 29
21 EtOH r.t. 21
22 i-PrOH r.t. 32
23 MeOH r.t. 18
24 Solvent-free r.t. —
a

Reaction conditions: 2-acetyl-benzaldehyde (10 mmol), cyclopentadiene (70 mmol), and nano Fe3O4/KCC-1/APTPOSS/salen/Pd(ii) MNPs (6 mg), and solvent (10 mL), 3 h.

b

GC yields [%].