ORGN 590 |
| Amide derivatives of squaric acid (squaramides) have been the focus of attention in a variety of fields ranging from medicinal chemistry to materials science. Despite such widespread interest, few synthetic methods are available for this class of compounds. We wish to describe in this presentation, copper catalyzed diarylation with aryl bromides as a new method to synthesize tertiary squaramides. The diarylation, which was best accomplished using L-proline as the ligand, was highly sensitive to the steric attributes of the reactants. The new route can be used to prepare both symmetrical and unsymmetrical diaryl squaramides thus demonstrating the applicability of copper-based methodology to the synthesis of cofacially oriented sterically congested compounds.
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Metal-Mediated Reactions and Syntheses
1:00 PM-4:20 PM, Wednesday, March 28, 2007 McCormick Place Lakeside -- Room E350, Level 3, Oral
Division of Organic Chemistry |
