N-(2-(Pyridin-2-yl)ethyl)sulfonamides have been recently identified as potent anti-asthmatic, anti-cancer, anti-HIV, and anti-osteoperotic drug candidates. It is accordingly of high utility to develop a synthetic route that allows for quick and facile access to a diverse library of such compounds. Our laboratory has recently demonstrated the success of a simple conjugate addition between benzene-, toluene-, and methanesulfonamide to 6-substituted-2-vinylpyridine derivatives of varying electronic and steric properties, notably without the addition of any solvents, bases, or catalysts. This presentation outlines the overall methodological development, novel synthetic protocols for various 6-substituted-2-vinylpyridines, and full characterization data for the sulfonamide products. We also report preliminary results on the antibacterial activity of N-(2-(pyridin-2-yl)ethyl)benzenesulfonamide against Escherichia coli, Staphylococcus aureus, and Vibrio cholerae via disk assay and Decimal reduction time (D10) analysis.

Adjuvant-free conjugate addition of sulfonamides to 2-vinylpyridines: An unexploited facile route to diversely substituted <i>N</i>-(2-(pyridin-2-yl)ethyl)sulfonamide derivatives

245th National Meeting (2013)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.

Adjuvant-free conjugate addition of sulfonamides to 2-vinylpyridines: An unexploited facile route to diversely substituted N-(2-(pyridin-2-yl)ethyl)sulfonamide derivatives