Synthesis of polyfunctionalized azepinones

被引:0
|
作者
Sofan, MA
Mashaly, MM
ElShamy, NY
ElHossini, MS
机构
关键词
dioxopyrrolidine; dimethylacetylene dicarboxylate; azepinone; furoazepine; pyrroloazepine; synthesis;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The azepinones 2 and 5 have been synthesized via ring expansion of the dioxopyrrolidine derivative 1 with dimethylacetylene dicarboxylate or methyl propiolate, respectively, in basic medium (NaH). Acid hydrolysis of 2 gave furo [3,4-c]azepinetetrone 6 whereas alkaline gave furo[3,4-c]azepinetrione 7. Bromination of 6 with N-bromosuccinimide yielded the derivative 8. Compound 6 was treated with methyl orthoformate to afford the derivative 9, which was condensed with benzylamine to pyrrolo[3,4-c]azepinetrione derivative 10.
引用
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页码:196 / 200
页数:5
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