ORGN 900 |
| Multi-component reactions (MCRs) are powerful tools for the rapid generation of small-molecule libraries. A classical MCR is the transition metal catalyzed [2+2+2] cycloaddition reaction leading to the formation of carbo- and heterocyclic aromatics. However, this reaction has rarely been employed in library synthesis due to chemo- and regioselectivity problems. We are solving these problems and are exploiting the full potential of these reactions in combinatorial chemistry by conducting them on a polymeric support. Recently, we accomplished Cobalt, Rhodium, and Ruthenium catalyzed cycloaddition reactions on polystyrene based resins. This new methodology allows the rapid construction of benzenes, pyridines, indanones, phthalans, isoindolines, and other related compounds. We made significant advances towards solving chemo- and regioselectivity problems and have discovered dramatic rate-enhancing effects of microwave irradiation. Here, we will report on the development of this methodology and its application in the synthesis of biologically privileged small molecule arrays. |
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Combinatorial, Parallel, and Solid-Phase Chemistry
8:00 AM-12:00 PM, Thursday, 14 September 2006 Moscone Center -- Room 132, Oral
Division of Organic Chemistry |