ALPHA-HALOGENOKETONES .13. CHROMONE EPOXIDES - THEIR SYNTHESIS AND ACID-CATALYZED REARRANGEMENT

被引:12
作者
DONNELLY, JA
MALONEY, DE
机构
[1] Chemistry Department, University College
关键词
D O I
10.1016/S0040-4020(01)99502-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The chromone epoxide ring system has been synthesised. Base-catalysed cyclization and dehydrobromination of α-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. © 1979.
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页码:2875 / 2881
页数:7
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