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Palladium-catalyzed enol/enolate directed oxidative annulation: functionalized naphthofuroquinone synthesis and bioactivity evaluation

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Abstract

A palladium-promoted oxidative annulation reaction for the synthesis of structurally diverse naphthoquinone-containing heterocycles has been developed, providing switchable access to 1,2-naphthofuroquinones and densely functionalized cyclobutene-fused 1,4-naphthofuroquinones by selective enol/enolate-directed processes. The synthetic application was extended by late-stage functionalization of an anti-HIV drug. The practical value of 1,2-naphthofuroquinone synthesis was highlighted in endothelial protective lead compound development.

Graphical abstract: Palladium-catalyzed enol/enolate directed oxidative annulation: functionalized naphthofuroquinone synthesis and bioactivity evaluation

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Publication details

The article was received on 08 Jul 2019, accepted on 16 Sep 2019 and first published on 05 Nov 2019


Article type: Communication
DOI: 10.1039/C9CC05233J
Chem. Commun., 2019, Advance Article

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    Palladium-catalyzed enol/enolate directed oxidative annulation: functionalized naphthofuroquinone synthesis and bioactivity evaluation

    S. Lv, H. Liu, J. Kang, Y. Luo, T. Gong, Z. Dong, G. Sun, C. He, X. Sun and L. Wang, Chem. Commun., 2019, Advance Article , DOI: 10.1039/C9CC05233J

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