Synthesis method of (E)-and (Z)-pent-4-ene-1-ketone compounds

The invention discloses a synthesis method of (E)-and (Z)-pent-4-ene-1-ketone compounds and a preparation method of the (E)-and (Z)-pent-4-ene-1-ketone compounds. According to the method, O-iodine aryl alkanol and terminal alkyne are taken as substrates, visible light induced iodine aromatic hydroca...

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Hauptverfasser: LI JINHENG, OUYANG XUANHUI, LI CHAOZHONG, ZHAO HANQING, ZENG LIANG
Format: Patent
Sprache:chi ; eng
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Zusammenfassung:The invention discloses a synthesis method of (E)-and (Z)-pent-4-ene-1-ketone compounds and a preparation method of the (E)-and (Z)-pent-4-ene-1-ketone compounds. According to the method, O-iodine aryl alkanol and terminal alkyne are taken as substrates, visible light induced iodine aromatic hydrocarbon oriented far-end C (sp3)-H alkenylation reaction is carried out under a photooxidation condition, (E)-and (Z)-pent-4-ene-1-ketone compounds are constructed through one-step reaction, and the method has medium to excellent yield and wide substrate universality. According to the reaction disclosed by the invention, an E isomer is isomerized into a Z isomer through amino alkyl free radical driven halogen atom transfer (XAT) and subsequent directed dihydroatom transfer (HAT) as well as energy transfer (EnT) with an Ir catalyst, so that Z/E stereoselective synthesis of an olefin product is realized. 本发明公开了一种(E)-和(Z)-戊-4-烯-1-酮类化合物的合成方法。该方法以O-碘芳基链烷醇和末端炔烃为底物,在光氧化条件下进行可见光诱导的碘芳烃定向的远端C(sp3)-H链烯基化反应,一步反应构建(E)-和(Z)-戊-4-烯-1