ORGN 639 |
Telluride-induced formation of lactones and lactams
| Donald C Dittmer and Qun Li. Department of Chemistry, Syracuse University, Room 1-014 CST, Syracuse, NY 13244 |
| An efficient cyclization reaction triggered by telluride ion is applied to the synthesis of 4-hydroxycoumarins, 4-hydroxy-1H-quinolin-2-ones, and tetronic acids. Methyl esters of o-hydroxy- or o-aminobenzoic acids and a-hydroxycarboxylic acids are converted to a-bromocarboxylic esters or a-bromocarboxylic amides. Treatment of these derivatives with sodium telluride, obtained by reduction of elemental tellurium, at room temperature proceeded rapidly to give the cyclic products with deposition of black tellurium.Yields are good; and the key reagent, tellurium, is recovered. 
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New Reactions, Methodology, Heterocycles, Aromatics
8:00 PM-10:00 PM, Wednesday, August 25, 2004 Pennsylvania Convention Center -- Hall D, Poster
Division of Organic Chemistry
The 228th ACS National Meeting, in Philadelphia, PA, August 22-26, 2004
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