The Suzuki reaction of aryl boronic acids with halogenated imidazoles is used to prepare pharmaceutically important 2,4-diarylimidazoles. The trisubstituted substrate (V) allows an interesting sequence of Suzuki/mono-debrominaton/Suzuki reactions. -(LANGHAMMER, I.; ERKER*, T.; Heterocycles 65 (2005) 8, 1975-1984 Dep. Med./Pharm. Chem., Univ. Wien, A-1090 Wien, Austria; Eng.) -Mais 50-120
Reactions. -A number of 1,2-disubstituted imidazoles related to pharmacologically active compounds having COX-2 inhibitory activity is prepared. The processes are based on the lithiation of imidazole (I) and quenching with electrophiles. -(LANGHAMMER, I.; ERKER*, T.; Heterocycles 65 (2005) 11, 2721-2728; Dep. Med./Pharm. Chem., Univ. Wien, A-1090 Wien, Austria; Eng.) -Mais 13-133
The Suzuki coupling, a Pd-catalyzed cross-coupling reaction of a boronic acid with an aryl halide, was used to prepare several 2,4-diarylimidazoles.Iodinated and brominated imidazoles (3) and (9) proved to be suitable aryl halides for Suzuki coupling. These imidazole halides readily reacted with phenyl-, naphthyl-and biphenylboronic acids under Suzuki conditions to give arylated imidazoles.
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