通过铜催化的杂cumulenes、炔烃和二芳基碘鎓盐的级联环化反应合成喹啉衍生物。
Synthesis of Quinoline Derivatives via Cu-Catalyzed Cascade Annulation of Heterocumulenes, Alkynes, and Diaryliodonium Salts.
机构信息
Beijing National Laboratory for Molecular Sciences, and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University , Beijing 100871, China.
State Key Laboratory of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, China.
出版信息
Org Lett. 2017 May 19;19(10):2694-2697. doi: 10.1021/acs.orglett.7b01025. Epub 2017 May 8.
CuOTf-catalyzed substituent-controlled cascade [2 + 2 + 2] and [4 + 2] annulation reactions among heterocumulenes, alkynes, and diaryliodonium salts were achieved. Various quinoline derivatives could be obtained in good yields with excellent selectivity. This methodology provided a novel pathway to activate heterocumulenes via a unique highly reactive cationic intermediate. The reaction process was well elucidated by density functional theory calculations.
三氟甲磺酸铜催化的杂cumulenes、炔烃和二芳基碘鎓盐之间的取代基控制的级联[2 + 2 + 2]和[4 + 2]环化反应已经实现。各种喹啉衍生物可以以优异的选择性得到良好的产率。该方法通过独特的高活性阳离子中间体为杂cumulenes的活化提供了一种新途径。反应过程通过密度泛函理论计算得到了很好的阐明。
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