Gold‐Catalyzed Cycloisomerization–Halogenation Sequence of 1,3‐Enyne Esters with NXS: Efficient Synthesis of 5‐Bromo/Iodo Cyclopentenones,European Journal of Organic Chemistry

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Gold‐Catalyzed Cycloisomerization–Halogenation Sequence of 1,3‐Enyne Esters with NXS: Efficient Synthesis of 5‐Bromo/Iodo Cyclopentenones
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2019-01-02 , DOI: 10.1002/ejoc.201801530
Yuanyuan Zhou ₁ , Xianxiao Chen ₁ , Dongliang Yin ₁ , Yuan Ling ₁ , Shifa Wang ₁ , Xiaoxiang Zhang ₁ , Weidong Rao ₁

Affiliation

An efficient and regioselective protocol for the construction of 5‐bromo/iodo cyclopentenones from gold(I)‐catalyzed tandem cycloisomerization/electrophilic halogenation of 1,3‐enyne esters with NXS in a one‐pot two‐step operation has been developed. The synthetic utility was further demonstrated by the scale‐up preparation of one example followed by its conversion to the corresponding α‐substituted cyclopentenones with a diverse array of functionalities.

中文翻译：

金催化的1，3-烯炔酯与NXS的环化异构化-卤化序列：5-溴/碘代环戊烯酮的有效合成

已经开发了一种高效且区域选择性的方案，该方案可通过金（I）催化的NXS在单锅两步操作中由金（I）催化的串联1,3-烯炔酯的串联环异构化/亲电子卤化反应构建5-溴/碘代环戊烯酮。通过放大制备一个实施例，然后将其转化为具有各种功能的相应α-取代的环戊烯酮，进一步证明了该合成实用性。

更新日期：2019-01-02

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