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. 2019 Jul 8;15:1505–1514. doi: 10.3762/bjoc.15.152

Table 1.

Effect of various reaction parameters.a

graphic file with name Beilstein_J_Org_Chem-15-1505-i001.jpg

Entry Catalyst Solvent Temp. (°C) Time, h Yieldb (%)

1 BATA-MC H2O rtc 72 NF
2 BATA-MC H2O 80 24 70
3 BATA-MC H2O 80 48 72
4 BATA-MC H2O 100 6 78
5 BATA-MC H2O 100 8 88
6 BATA-MC H2O 100 12 89
7 BATA-MC H2O 100 24 89
8 BATA-MC EtOH/H2O 1:1 80 8 85
9 BATA-MC EtOH/H2O 1:1 90 8 91
10 BATA-MC EtOH/H2O 1:1 90 12 92
11 H2O 100 48 NF
12 EtOH/H2O 1:1 90 48 trace
13 PEG/H2O 1:4 100 48 12
14 PEG/H2O 1:3 100 48 16

aReaction conditions: a mixture of 1.0 equiv of each of dimedone (1 mmol), isatin (1 mmol), and p-toluidine (1 mmol) was heated with stirring in the presence of the catalyst (10 mol %) in 3 mL of solvent. bIsolated yield. NF= not found.