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. 2014 Oct 8;10:2338–2344. doi: 10.3762/bjoc.10.243

Table 3.

Synthesis of highly substituted 1H-imidazo[1,2-b]pyrazolesa.

graphic file with name Beilstein_J_Org_Chem-10-2338-i013.jpg

Entry R1 R2 R3CHO R4NC Product Yieldb (%)

1 H COOEt 2a 3a 46 54
2 H COOEt 2b 3b 47 56
3 Me CN 2a 3a 48 79
4 Me CN 2c 3c 49 57
5 Me COOEt 2a 3a 50 74
6 Me COOEt 2i 3b 51 59

aReaction conditions: 4bd (0.50 mmol), 5 (0.55 mmol), ethanol (0.5 mL), MW (10 min; 4b: 150 °C, 4c,d: 120 °C; 150 W), then water (0.5 mL), 2a–c,i (0.55 mmol), TFA (0.10 mmol), 3ac (0.55 mmol), room temperature, 10–60 min. bIsolated yield after simple filtration.