Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5286619 | Tetrahedron Letters | 2007 | 4 Pages |
Abstract
Substituted bicyclic 2-pyridones, termed pilicides, prevent pilus assembly in uropathogenic Escherichia coli. Based on the bioactive methyl ester protected 2-pyridone 4, further functionalization at C-6 has yielded a set of new compounds, which have been evaluated for their ability to inhibit pilus formation in uropathogenic E. coli. The key intermediate in the synthesis was formylated 2-pyridone 5, which could be obtained via a Vilsmeier reaction. This versatile intermediate was converted into secondary and tertiary amines via reductive amination and could also be converted to other interesting functionalities using simple chemical transformations.
Related Topics
Physical Sciences and Engineering
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Authors
Nils Pemberton, Jerome S. Pinkner, Jennifer M. Jones, Lotta Jakobsson, Scott J. Hultgren, Fredrik Almqvist,