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迈克尔加成与特鲁切-斯迈尔斯重排的串联反应合成三取代4-喹诺酮衍生物

A Cascade Reaction of Michael Addition and Truce-Smiles Rearrangement to Synthesize Trisubstituted 4-Quinolone Derivatives.

作者信息

Xie Caixia, Yang Di, Wang Xinfeng, Ma Chen

机构信息

School of Chemistry and Chemical Engineering, Shandong University of Technology, Zibo 255049, P. R. China.

School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, P. R. China.

出版信息

J Org Chem. 2020 Dec 4;85(23):14937-14944. doi: 10.1021/acs.joc.0c01662. Epub 2020 Nov 4.

Abstract

A novel transition-metal-free cascade reaction to synthesize 4-quinolone derivatives has been demonstrated. Michael addition and Truce-Smiles rearrangement are included in this protocol, providing a broad scope of 4-quinolones in moderate-to-excellent yields. This work serves as an example of the use of sulfonamides through Truce-Smiles rearrangement to build heterocyclic compounds under mild conditions.

摘要

已证明一种新型的无过渡金属级联反应可用于合成4-喹诺酮衍生物。该反应过程包括迈克尔加成和特鲁茨-斯迈尔斯重排,能以中等到优异的产率得到多种4-喹诺酮。这项工作为例展示了在温和条件下通过特鲁茨-斯迈尔斯重排利用磺酰胺构建杂环化合物的方法。

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