SYNTHESIS OF THE 2,3-EPOXY-2,3-DIHYDRO-2,3-DIMETHYLBENZO[B]FURAN, THE PROPOSED ULTIMATE MUTAGEN OF THE BENZOFURAN DIOXETANES

被引:25
作者
ADAM, W [1 ]
HADJIARAPOGLOU, L [1 ]
MOSANDL, T [1 ]
SAHAMOLLER, CR [1 ]
WILD, D [1 ]
机构
[1] UNIV WURZBURG,INST PHARMACOL & TOXIKOL,W-8700 WURZBURG,GERMANY
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1991年 / 30卷 / 02期
关键词
D O I
10.1002/anie.199102001
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Dioxetanes can be precursors for mutagenic epoxides-this provocative hypothesis is the result of this study. Epoxidation of the benzofurans 1 with dimethyldioxirane and deoxygenation of the benzofuran dioxetanes 3 with dimethyl sulfides allows for the first time the synthesis of libile furanepoxides 2. Compounds 2 and 3 are strongly mutagenic in the histidine-auxotrophic Salmonella typhimurium strain TA 100. X = H, Ac.
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页码:200 / 202
页数:3
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