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钴(III)催化的吲哚的机械化学快速无溶剂 C-H 烯丙基化反应。

Cobalt(III)-Catalyzed Fast and Solvent-Free C-H Allylation of Indoles Using Mechanochemistry.

机构信息

College of Pharmaceutical Sciences and ‡Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology , Hangzhou 310014, P.R. China.

出版信息

J Org Chem. 2017 Oct 6;82(19):10665-10672. doi: 10.1021/acs.joc.7b01695. Epub 2017 Sep 13.

Abstract

Mechanochemical conditions have been applied to a highly efficient cobalt(III)-catalyzed C-H bond activation for the first time. In a subsequent step to the olefin insertion and β-oxygen elimination, N-pyrimidinylindoles were allylated with vinylethylene carbonates in the absence of organic solvent under high-speed ball-milling condition. As the reaction afforded the desired products in up to 98% yields within a short time, this method constitutes an environmentally friendly and powerful alternative to the common solution-based approaches.

摘要

机械化学条件首次被应用于高效钴(III)催化的 C-H 键活化。在随后的烯烃插入和β-氧消除步骤中,在无有机溶剂的情况下,在高速球磨条件下,N-嘧啶并吲哚与乙烯基碳酸乙烯酯发生烯丙基化反应。由于该反应在短时间内以高达 98%的收率得到了所需的产物,因此这种方法是对常见的基于溶液的方法的一种环保且强大的替代方法。

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