Tetrahedron

Synthesis of 1, 3-diarylated imidazo [1, 5-a] pyridines with a combinatorial approach: metal-catalyzed cross-coupling reactions of 1-halo-3-arylimidazo [1, 5-a] …

F Shibahara, E Yamaguchi, A Kitagawa, A Imai…

Index: Shibahara, Fumitoshi; Yamaguchi, Eiji; Kitagawa, Asumi; Imai, Akio; Murai, Toshiaki Tetrahedron, 2009 , vol. 65, # 26 p. 5062 - 5073

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Citation Number: 43

Abstract

The halogenation of 3-arylimidazo [1, 5-a] pyridines was carried out with iodine, bromine, N- chlorosuccinimide, and 1-fluoro-2, 4, 6-trimethylpyridinium tetrafluoroborate as halogenating agents to give selectively halogenated products 1-halo-3-arylimidazo [1, 5-a] pyridines in good to excellent yields. Kumada–Tamao–Corriu cross-coupling of the obtained 1-iodo-3- arylimidazo [1, 5-a] pyridines and aryl Grignard reagents led to 1, 3-diarylated imidazo [1, ...