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从苯胺到喹啉:碘化物和银介导的需氧双C-H氧化环化-芳构化反应

From Anilines to Quinolines: Iodide- and Silver-Mediated Aerobic Double C-H Oxidative Annulation-Aromatization.

作者信息

Wu Jiwei, Liao Zhixiong, Liu Dong, Chiang Chien-Wei, Li Zheng, Zhou Zhonghao, Yi Hong, Zhang Xu, Deng Zixin, Lei Aiwen

机构信息

The Institute for Advanced Studies (IAS), College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, 430072, Hubei, P. R. China.

Key Laboratory of Combinatorial Biosynthesis and Drug Discovery, Wuhan University, Ministry of Education, Wuhan University School of Pharmaceutical Sciences, Wuhan, 430072, Hubei, P. R. China.

出版信息

Chemistry. 2017 Nov 13;23(63):15874-15878. doi: 10.1002/chem.201703218. Epub 2017 Oct 18.

Abstract

Quinoline synthesis from easily accessible raw materials such as anilines is a valuable and meaningful task. Herein, we communicate an iodide- and silver-mediated C-H/C-H oxidative annulation-aromatization between anilines and allyl alcohols. This protocol provides a direct route to the synthesis of quinoline derivatives from inexpensive commodities. Various kinds of anilines, even heterocyclic anilines, were shown to be workable substrates, generating the corresponding multi-substituted quinolines in good yields.

摘要

从苯胺等易于获取的原料合成喹啉是一项有价值且有意义的任务。在此,我们报道了一种碘化物和银介导的苯胺与烯丙醇之间的C-H/C-H氧化环化-芳构化反应。该方法为从廉价原料合成喹啉衍生物提供了一条直接途径。各种苯胺,甚至杂环苯胺,都被证明是可行的底物,能以良好的产率生成相应的多取代喹啉。

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