Co/Fe Dual Catalysis for Sequential Hydrosilylation–Isomerization: Access to Trisubstituted (E)-Alkenyl Silanes from Terminal Alkynes,Chinese Journal of Chemistry

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Co/Fe Dual Catalysis for Sequential Hydrosilylation–Isomerization: Access to Trisubstituted (E)-Alkenyl Silanes from Terminal Alkynes
Chinese Journal of Chemistry ( IF 5.5 ) Pub Date : 2024-04-18 , DOI: 10.1002/cjoc.202400291
Zhihao Guo ₁ , Guixia Liu ₂ , Zheng Huang _{2,

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Affiliation

By rational modification of electronic and steric properties of pincer ligands, a Co/Fe dual catalyst system is developed for one-pot sequential Markovnikov alkyne hydrosilylation and stereoselective alkene isomerization. The protocol provides an atom-economical and efficient approach to trisubstituted (E)-alkenyl silanes from widely accessible terminal alkynes with high regio- and stereoselectivities under mild conditions. The utility of this reaction was demonstrated by gram-scale synthesis and derivatization of bioactive molecules. The radical clock and trapping experiments indicated that radical pathway might be operative in the alkene isomerization step.

中文翻译：

Co/Fe 双催化连续氢化硅烷化-异构化：从末端炔烃获得三取代 (E)-烯基硅烷

通过合理修饰钳配体的电子和空间性质，开发了一种Co/Fe双催化剂体系，用于一锅序贯马尔可夫尼科夫炔氢硅烷化和立体选择性烯烃异构化。该方案提供了一种原子经济且有效的方法，可以在温和条件下从广泛使用的末端炔烃中制备三取代（E）-烯基硅烷，并具有高区域和立体选择性。该反应的实用性通过生物活性分子的克级合成和衍生化得到了证明。自由基时钟和捕获实验表明自由基途径可能在烯烃异构化步骤中起作用。

更新日期：2024-04-18

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