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钌催化叔膦的克级规模优先C-H芳基化反应

Ruthenium-Catalyzed Gram-Scale Preferential C-H Arylation of Tertiary Phosphine.

作者信息

Li Jia-Wei, Wang Liang-Neng, Li Ming, Tang Pan-Ting, Luo Xiao-Peng, Kurmoo Mohamedally, Liu Yue-Jin, Zeng Ming-Hua

机构信息

Hubei Collaborative Innovation Center for Advanced Chemical Materials, Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules and College of Chemistry and Chemical Engineering , Hubei University , Wuhan 430062 , China.

Institut de Chimie de Strasbourg, CNRS-UMR7177 , Université de Strasbourg , 4 rue Blaise Pascal , Strasbourg 67070 , France.

出版信息

Org Lett. 2019 Apr 19;21(8):2885-2889. doi: 10.1021/acs.orglett.9b00888. Epub 2019 Apr 8.

Abstract

A general protocol for site-preferential mono-C-H arylation of tertiary phosphine ligands catalyzed by a ruthenium(II) complex was devised. This protocol gives access to a series of modified Buchwald-biaryl monophosphines on a gram scale in moderate to excellent yields. A catalytic cycle is proposed derived from knowledge of the intermediates observed by ESI-MS. Importantly, these monoarylated products could be further transformed into dibenzophosphole derivatives.

摘要

设计了一种由钌(II)配合物催化的叔膦配体的位点选择性单C-H芳基化通用方案。该方案能够以中等至优异的产率克级规模制备一系列改性的布赫瓦尔德-联芳基单膦。基于电喷雾电离质谱(ESI-MS)观察到的中间体信息提出了一个催化循环。重要的是,这些单芳基化产物可以进一步转化为二苯并膦茂衍生物。

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