ORGN 513 |
| Bismuth salts have become very popular in the synthesis of several organic compounds. There are a number of advantages of using bismuth salts. For example, most of them are commercially available, non-toxic and very economical. We have reported the use of bismuth nitrate in several organic transformations. In particular, recently we have demonstrated a facile method for the synthesis of substituted pyrroles. During the course of this study and in continuation of our endeavor for the synthesis and biological evaluation of novel beta-lactams, we develop a new pathway for the synthesis of novel beta-lactams that have a pyrrole ring at the C-3 position of the azetidinone ring. The reaction of 3-amino beta-lactam with commercially available acetonylacetone in the presence of catalytic amounts of bismuth nitrate in ethanol produced beta-lactam substituted with a pyrrole ring at the 3-position. This method has been found to be feasible with cis and trans 3-amino beta-lactams with high yield. Although the chemistry of beta-lactams is extremely rich, preparation of pyrrole substituted azetidinones has not been described. The testing of these derivatives against cancer cells and microorganisms is under progress and the results will be reported in due course. |
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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 |