CHED 341 |
| Sulfone substituted ketenes (e.g. 1) have strong potential as synthons for a wide variety of biologically active molecules, via their [2+2] cycloadditions. Previous research in our group has used sulfone esters as the ketene precursor. This has led to very low yields of the cycloaddition products. We report a new facile method of ketene preparation. The sulfone-substituted carboxylic acid was prepared via TEMPO oxidation of the sulfone-substituted alcohol. In a single pot, the acid was then converted to the acid chloride, the ketene was formed and trapped.
|
|
Undergraduate Research Poster Session: Organic Chemistry
11:00 AM-1:00 PM, Monday, 27 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster
Division of Chemical Education |
