期刊
ORGANIC CHEMISTRY FRONTIERS
卷 4, 期 3, 页码 404-408出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c6qo00598e
关键词
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资金
- Young Backbone Teachers Fund of Henan [2014GGJS-049]
- Key Project of Henan Educational Committee [14A150019, 14B150042, 15B610005, 15A150015]
- Program of Foundation and Frontier Technology Research of Henan Province [122300410296]
- Outstanding Young Talent Cultivation Project Funding of Henan Normal University [14YR002]
- Open Project of Jilin Province Key Laboratory of Organic Functional Molecular Design Synthesis [130028651]
An efficient ring-closing reaction was developed for the synthesis of spirocyclopropane quinolinediones from 2,2-disubstituted 2-benzoylacetamides in the presence of [bis-(trifluoroacetoxy)iodo]benzene (PIFA). This reaction proceeds at room temperature in the absence of a metal catalyst to provide spirocyclopropane quinolinediones in good to excellent yields. Furthermore, these compounds were readily converted to the corresponding pyrrolo[3,2-c] quinolinones to provide tricyclic ring structures similar to those found in the natural products martinellic acid and martinelline via an intermolecular amine ringopening cyclization reaction.
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