Efficient, Single-Step Access to Imidazo[1,5-a]pyridine N-Heterocyclic Carbene Precursors
Johnathon T. Hutt and Zachary D. Aron
*Department of Chemistry, Indiana University, 800 East Kirkwood Avenue, Bloomington, Indiana 47405-7102, United States, Email: zaronindiana.edu
J. T. Hutt, Z. D. Aron, Org. Lett., 2011, 13, 5256-5259.
DOI: 10.1021/ol202134n (free Supporting Information)
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An efficient three-component coupling reaction of substituted picolinaldehydes, amines, and formaldehyde produces imidazo[1,5-a]pyridinium ions in high yields under mild conditions, allowing the incorporation of diverse functionality and chiral substituents. Higher order condensations are also described that provide access to multidentate NHC ligands useful for a variety of applications.
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