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Issue 98, 2019
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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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Article information


Submitted
08 Jul 2019
Accepted
16 Sep 2019
First published
05 Nov 2019

Chem. Commun., 2019,55, 14729-14732
Article type
Communication

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, 55, 14729
DOI: 10.1039/C9CC05233J

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