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用于构建含羰基喹啉-2,4(1H,3H)-二酮的氧化自由基加成/环化串联反应

Oxidative Radical Addition/Cyclization Cascade for the Construction of Carbonyl-Containing Quinoline-2,4(1H,3H)-Diones.

作者信息

Wang Shi-Sheng, Fu Hong, Shen Yuehai, Sun Meng, Li Ya-Min

机构信息

Faculty of Life Science and Technology, Kunming University of Science and Technology , Kunming 650500, P. R. China.

Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, Department of Chemistry & Materials Science, Northwest University , Xi'an 710127, P. R. China.

出版信息

J Org Chem. 2016 Apr 1;81(7):2920-9. doi: 10.1021/acs.joc.6b00210. Epub 2016 Mar 11.

Abstract

Oxidative radical addition/cyclization cascade of o-cyanoarylacrylamides with α-keto acids as well as aldehydes is reported. This transformation exhibits a wide substrate scope and significant functional group tolerance and provides a convenient and highly efficient access to carbonyl-containing quinoline-2,4(1H,3H)-diones. A possible mechanism for the transformation is proposed.

摘要

报道了邻氰基芳基丙烯酰胺与α-酮酸以及醛的氧化自由基加成/环化串联反应。该转化反应具有广泛的底物范围和显著的官能团耐受性,并为含羰基的喹啉-2,4(1H,3H)-二酮提供了一种方便且高效的合成方法。提出了该转化反应的可能机理。

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