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letter
. 2020 Nov 30;16:2920–2928. doi: 10.3762/bjoc.16.241

Table 1.

Optimization of the conditions for the reaction between 1a, 2a, and 3a.a

graphic file with name Beilstein_J_Org_Chem-16-2920-i001.jpg

entry catalyst solvent yield (%)b

1 1,4-dioxane 0
2 Bi(OTf)3 1,4-dioxane 36
3 AlCl3 1,4-dioxane 80
4 FeCl3 1,4-dioxane 44
5 NiCl2 1,4-dioxane 21
6 PTSA 1,4-dioxane 73
7 HOAc 1,4-dioxane trace
8 AlCl3 EtOH 31
9 AlCl3 MeCN 50
10 AlCl3 PhMe 27
11 AlCl3 DMSO 62
12c AlCl3 1,4-dioxane 55
13d AlCl3 1,4-dioxane 51
14e AlCl3 1,4-dioxane 40
15f AlCl3 1,4-dioxane 72

a1a: 0.5 mmol, 2a: 0.6 mmol, 3a: 0.6 mmol, catalyst: 0.05 mmol, solvent: 1 mL, 80 °C, 6 h. bIsolated yield, calculated with respect to 1a. cAlCl3: 0.025 mmol. d50 °C. e2 h. f10 mmol-scale reaction.