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. 2024 Mar 26;14(14):10034–10038. doi: 10.1039/d4ra00701h

Optimization of reaction conditions.

graphic file with name d4ra00701h-u2.jpg
Entrya Deviation from standard conditions Yieldb (%)
1 None 85(82)c
2 CuCl (20 mol%) 84
3 CuCl (5 mol%) 76
4 No CuCl 0
5 CuI instead of CuCl 70
6 Cu2O instead of CuCl 45
7 CuBr instead of CuCl 58
8 Cu(OAc)2 instead of CuCl 61
9 Cu(OTf)2 instead of CuCl 49
10 L15 (40 mol%) 79
11 No L15 5
12 No K3PO4 10
13 DMSO instead of 1,4-dioxane 13
14 DMF instead of 1,4-dioxane 10
15 Toluene instead of 1,4-dioxane 50
16 H2O instead of 1,4-dioxane 0
17 EtOH instead of 1,4-dioxane 38
18 90 °C instead of 125 °C 67
19 Air instead of N2 10
a

The general conditions are as follows: 1a (2.0 mmol), CuCl (0.1 mmol), L15 (0.2 mmol), K3PO4 (3.0 mmol), 1,4-dioxane (3.0 mL).

b

Determined by gas chromatography using n-decane as the internal standard.

c

Isolated yield.