ORGN 479 |
| Molecular iodine-catalyzed reactions have become very popular in the synthesis of several organic compounds. There are a number of advantages of using molecular iodine. We have reported the use of iodine 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 β-lactams and indoles, we develop a new pathway for the synthesis of novel pyrroles substituted at the indole ring at the C-3 position. The reaction of isatin with commercially available 4-hydroxyproline in the presence of catalytic amounts of iodine in ethanol surprisingly produced these types of compounds. Based on the structure of the final compound, a probable mechanism is postulated. The testing of these derivatives is under progress and the results will be reported in due course.
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New Reactions and Methodology, Total Synthesis, Materials, Devices and Switches, Lipids, Nucleotides and Mimetics
8:00 PM-10:00 PM, Tuesday, March 27, 2007 Hyatt Regency Chicago -- Riverside Center, Poster
Division of Organic Chemistry |