 -Halogenoketones—XIII Chromone epoxides; their synthesis and acid-catalysed rearrangement |
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| Authors: | J. A. Donnelly and D. E. Maloney |
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| Affiliation: | Chemistry Department, University College, Dublin 4, Republic of Ireland |
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| Abstract: | The chromone epoxide ring system has been synthesised. Base-catalysed cyclization and dehydrobromination of -bromo-o-acyl (aroyl) oxyacetopheones or 2-bromo-1, 3-diones yielded 3-substituted chromone epoxides. Acid-catalysed rearrangement of a 2-methylchromone epoxide in an aprotic solvent gave a 2-methylenech-romanonol, while a 3-methoxymethylchromone epoxide fragmented to chromonol under these conditions; in alchols, chromone epoxides gave 2-alkoxychromanonols. |
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