ORGN 554 |
| Synthesis of novel tetracyclic Thia-4b-aza-indeno[2,1-a]inden derivatives (III) has been achieved through the well known Heck reaction. These linear tetracyclic compounds were designed and screened for binding at serotonin receptor subtypes and were found to be ligands to 5-HT6 receptors. Rigidization of the arylsulfonyl moiety through C-2 of indole was achieved under Heck conditions. Limitations of this strategy for desired derivatization, led to alternate synthetic strategy, where the site for Palladium – bromine exchange was reversed. This strategy of altering the Palladium-Bromine exchange site gave a way to synthesis of derivatives, which were not possible by the former route. The comparative reaction rates, purities of products, reaction time etc. indicate that the alternate site for palladium exchange is advantageous.
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Heterocycles, Aromatics, Metal-Mediated Reactions and Syntheses, Materials, Devices, and Switches
8:00 PM-10:00 PM, Wednesday, 29 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster
Sci-Mix
Division of Organic Chemistry |
