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. 2019 Jun 20;9(34):19333–19346. doi: 10.1039/c9ra02910a

Synthesis of 2,4,5-trisubstituted imidazoles catalyzed by Fe3O4/SO3H@zeolite-Ya.

graphic file with name c9ra02910a-u2.jpg
Entry R Product Time (min) Yieldb (%) mprep/mplit. (°C)
1 H 4a 45 98 270–272 (271–273)11
2 2-NO2 4b 65 97 226–228 (226–227)37
3 3-NO2 4c 20 85 268–270 (267–268)11
4 3-OH, 4-OMe 4d 45 93 215–217 (215–217)11
5 2-OMe 4e 65 97 200–202 (209–211)38
6 3,4-OMe 4f 45 98 214–216 (214–216)11
7 3-OH 4g 35 97 259–261 (259–260)11
8 4-OMe 4h 60 95 226–228 (230–231)11
9 2-Cl 4i 65 95 168–170 (196–199)37
10 2,3-Cl 4j 50 98 254–256 (194–197)37
11 2,4-Cl 4k 50 98 168–170 (175–178)37
12 4-Cl 4l 35 97 260–262 (260–262)11
13 3-Br 4m 30 98 301–303 (302–303)11
14 4-Me 4n 45 96 231–233 (230–232)11
a

Reaction conditions: benzil (1 mmol), aldehyde (1 mmol), ammonium acetate (2 mmol) and Fe3O4/SO3H@zeolite-Y (0.020 g) in EtOH at 80 °C.

b

Isolated yield.