ORGN 516 |
| Although discovered many years ago, Michael reaction is still one of the most attractive methods in synthetic organic chemistry. Several Lewis and Bronsted acids have been utilized to accomplish this transformation. The shortcomings of these processes are the use of organic solvents as the reaction media. In addition, these methods are not very environmentally friendly. Despite a huge success in this area, Michael reactions in aqueous media have not been explored systematically. Our own research on Lewis acid-catalyzed methods on indoles has prompted to explore Michael reaction in water with unsaturated ketones. After a few experimentations, we have discovered that aqueous phosphoric acid is a good reagent system for this purpose. Unlike the processes described in previous reports, this method is totally independent of organic solvent choice. A few other acids including bismuth derived reagents have also been tested. It has been found that the success of this reaction depends on the concentration of the acid, nature of the acid and time of reaction. |
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New Reactions and Methodology, Heterocycles and Aromatics, Bioorganic Chemistry
8:00 PM-10:00 PM, Tuesday, 12 September 2006 Moscone Center -- Hall D, Poster
Division of Organic Chemistry |