通过 FeCl 介导的串联 C-O 键断裂/6π 电环化/氧化芳构化合成 5H-二苯并[c,g]色烯-5-酮。
Synthesis of 5 H-Dibenzo[ c, g]chromen-5-ones via FeCl-Mediated Tandem C-O Bond Cleavage/6π Electrocyclization/Oxidative Aromatization.
机构信息
Department of Chemistry , Zhejiang Sci-Tech University , Hangzhou , Zhejiang 310018 , P. R. China.
出版信息
Org Lett. 2018 Sep 21;20(18):5718-5722. doi: 10.1021/acs.orglett.8b02434. Epub 2018 Sep 6.
PMID:30188135
Abstract
A novel and expedient method for transformation of readily available 1-isochromanones bearing a diaryl allenic moiety at the C4-position to functionalized 5 H-dibenzo[ c, g]chromen-5-ones under mild conditions is developed. This strategy is based on the dual abilities of iron(III) chloride to promote selective C-O bond cleavage/6π electrocyclization and an oxidative aromatization sequence.
摘要
一种新颖且简便的方法，可在温和条件下将 readily available 的 1-异苯并呋喃酮（在 C4-位带有二芳基烯丙基部分）转化为官能化的 5H-二苯并[c,g]色烯-5-酮。该策略基于三氯化铁促进选择性 C-O 键断裂/6π电环化和氧化芳构化序列的双重能力。
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