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钯催化的通过串联 Sonogashira-炔烃碳环化反应合成 2-三氟甲基喹啉。

Palladium catalyzed synthesis of 2-trifluoromethylquinolines through a domino Sonogashira-alkyne carbocyclization process.

机构信息

Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.

出版信息

Chem Commun (Camb). 2010 Mar 28;46(12):2145-7. doi: 10.1039/b925285a. Epub 2010 Feb 25.

Abstract

A new, rapid and high-yielding method to prepare 3,4-disubstituted 2-trifluoromethylquinolines by a palladium catalyzed tandem Sonogashira-alkyne carbocyclization of beta-trifluoromethyl beta-enaminoketones with arynes is described. Moderate to excellent yields have been achieved under mild conditions. This reaction can also be expanded to the non-fluorine containing substrates. The reaction mechanism is also discussed.

摘要

一种新的、快速高产的方法,通过钯催化的β-三氟甲基β-烯胺酮与芳炔的串联 Sonogashira-炔烃环化反应来制备 3,4-二取代的 2-三氟甲基喹啉。在温和的条件下,中等至优异的产率已经实现。该反应也可以扩展到非含氟的底物。还讨论了反应机理。

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