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. 2022 Apr 19;12(19):11740–11749. doi: 10.1039/d2ra01348g

One-pot synthesis of trisubstituted imidazoles in the presence of MC–SO3H catalysta.

Comp. α-Diketone R Yield (%) Mp (°C) Ref.
3a 1a 4-Br–C6H4 96 251–253 249–251 (ref. 49)
3b 1a 4-F–C6H4 95 187–189 189–190 (ref. 50)
3c 1a 3-F–C6H4 91 >260 284–285 (ref. 50)
3d 1a 2,6-diCl–C6H4 83 231–232 229–230 (ref. 51)
3e 1a 4-CN–C6H4 97 >260 259–261 (ref. 49)
3f 1a 3-NO2–C6H4 90 >260 301–303 (ref. 49)
3g 1a 4-OMe–C6H4 89 222–224 219–221 (ref. 49)
3h 1a 2-Thiophene 87 254–256 257–259 (ref. 49)
3i 1b C6H4 89 >260 311–313 (ref. 52)
3j 1b 4-Br–C6H4 95 >260 280–282 (ref. 52)
3k 1b 4-Cl–C6H4 93 >260 274–276 (ref. 52)
3l 1b 2-Cl–6-F–C6H4 87 >260
3m 1b 4-NO2–C6H4 93 >260 335–337 (ref. 52)
3n 1b 2-NO2–C6H4 94 >260 267 (ref. 53)
3o 1b 4-iPr–C6H4 90 >260
3p 1b 4-Ph–C6H4 94 >260 258–259 (ref. 54)
3q 1b 2-OH–5-NO2–C6H4 88 >260 259–260 (ref. 55)
3r 1b 4-OMe–C6H4 91 252–254 254–255 (ref. 56)
a

Reaction conditions: 4-bromobenzaldehyde (1 mmol), benzil (1 mmol), ammonium acetate (3 mmol), EtOH (4 mL).