ORGN 436 |
| Syntheses of polysubstituted iodobenzenes have often encountered difficulties associated with electrophilic aromatic substitution, for example, regioselectivity specific to pre-existent substituents and incompatibility to labile functionalities toward acidic and/or oxidative conditions. Here, highly substituted iodobenzenes were efficiently synthesized with defined substitution patterns from readily available diynes possessing iodinated alkyne terminals. The diiododiynes were capable of undergoing [2 + 2 + 2] cycloaddition with monoalkynes at room temperature in the presence of a catalytic amount of a ruthenium complex, Cp*RuCl(cod), resulting in the high yield formation of fused p-diiodobenzenes. |
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Modern Acetylene Chemistry
8:00 PM-10:00 PM, Tuesday, 12 September 2006 Moscone Center -- Hall D, Poster
Division of Organic Chemistry |