ORGN 424 |
| In recent years, ynamides have attracted much attention in the development of new synthetic methodologies. We report tandem azidination- and hydroazidination-[3 + 2] cycloaddition reactions of ynamides to synthesize chiral ynamide substituted triazoles in good to excellent yields. Due to the difficulty of handling the organic azides, especially the one with low molecular weight, one-pot synthesis of amide-substituted triazoles from alkyl bromides directly has been developed and excellent yield has been achieved. The vinyl copper intermediate generated in click chemistry can be trapped by allyl iodide or propargyl iodide to form triazoles tethered dienes or enynes, which were successfully transformed to medium-sized fused triazoles in good yields.
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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 |
