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Divergent Syntheses of Isoquinolines and Indolo[1,2-a]quinazolines by Copper-Catalyzed Cascade Annulation from 2-Haloaryloxime Acetates with Active Methylene Compounds and Indoles

Huanfeng Jiang*, Jidan Yang, Xiaodong Tang and Wanqing Wu

*School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, China, Email: jianghfscut.edu.cn

H. Jiang, J. Yang, X. Tang, W. Wu, J. Org. Chem., 2016, 81, 2053-2061.

DOI: 10.1021/acs.joc.5b02914 (free Supporting Information)


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Abstract

A broad range of isoquinoline derivatives was synthesized with high chemo- and regioselectivities, via a copper-catalyzed cascade reaction of 2-haloaryloxime acetates with β-diketones, β-keto esters, and β-keto nitriles. Furthermore, this strategy provides functionalized indolo[1,2-a]quinazolines by using indoles instead of an active methylene compound.


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Key Words

isoquinolines


ID: J42-Y2016