ORGN 195 |
| Benzo-fused seven- and eight-membered nitrogen heterocycles are interesting structural motifs in medicinal chemistry. Our work is concentrated on the synthesis of 1-benzazepin-2-one structures and the corresponding larger rings, which are key features of many biologically active compounds, one example being that of benazepril, an angiotensin-converting enzyme (ACE) inhibitor developed for the treatment of hypertension. Direct formation of medium-sized rings from acyclic precursors is often disfavoured by entropic and enthalpic constraints. However, major advances in metal-mediated synthetic methodologies, especially in the last decade, have provided much potential for accessing such structures. New methodologies to synthesising benzolactam core structures will be presented, utilising transition-metal catalysis in the key bond-forming steps. This work will include palladium catalysed C-C and C-N bond forming reactions.
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Asymmetric Reactions and Syntheses, Metal-Mediated Reactions, Combinatorial, Parallel, and Solid-Phase Chemistry
8:00 PM-10:00 PM, Sunday, 10 September 2006 Moscone Center -- Hall D, Poster
Sci-Mix
Division of Organic Chemistry |
