ORGN 404 |
| Copper-catalyzed preparation of diaryl chalcogenide compounds from aryl iodides and diphenyl dichalcogenide molecules is reported. Unsymmetrical diaryl sulfides or unsymmetrical diaryl selenides can be synthesized in good to excellent yields from aryl iodides and Ph-Y-Y-Ph (Y = S, Se) with a copper catalyst (CuI or Cu2O) and magnesium metal in one pot. This reaction can be carried out under neutral conditions according to an addition of magnesium metal as the reductive reagent. The other metals (Zn, Al, Sm) also worked to some extent as the reductant. In this reaction, the addition of magnesium metal enabled the efficient use of two Ph-Y- groups generated from diphenyl dichalcogenides.
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Bioorganic, Metal-Mediated Reactions, and Molecular Recognition
8:00 PM-10:00 PM, Tuesday, 30 August 2005 Washington DC Convention Center -- Hall A, Poster
Division of Organic Chemistry |
