Regioselective Direct C‑3
Arylation of Imidazo[1,2‑<i>a</i>]pyridines with
Aryl Tosylates and Mesylates Promoted by
Palladium–Phosphine Complexes
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Abstract
Direct C-3 arylation
of imidazo[1,2-<i>a</i>]pyridines
with aryl tosylates and mesylates has been accomplished by employing
palladium(II) acetate associated with SPhos (2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl)
or <b>L1</b> (2-(2-(diisopropylphosphino)phenyl)-1-methyl-1<i>H</i>-indole). This catalyst system can be applied to a wide
range of aryl sulfonates and shows excellent C-3 regioselectivity
of imidazo[1,2-<i>a</i>]pyridine. These results represent
the first examples of using tosylate- and mesylate-functionalized
arenes as the electrophile partners for this regioselective direct
arylation