Organic Chemistry Portal

Abstracts

Search:

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


see article for more reactions

Abstract

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.

see article for more examples



Key Words

Imidazo[1,5-a]pyridines, Multicomponent Reactions


ID: J54-Y2011-2900