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Issue 44, 2018
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Palladium-catalyzed cascade carboesterification of norbornene with alkynes

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Abstract

An efficient and convenient palladium-catalyzed cascade carboesterification of norbornenes (NBE) with alkynes has been accomplished to afford functionalized α-methylene γ-lactone and tetrahydrofuran derivatives in good to excellent yields. This new strategy exhibits excellent atom- and step-economy, good functional group tolerance and broad substrate scope. In particular, NBE-palladium species was proposed to be the key intermediate in the catalytic cycle to suppress the β-H elimination process. Notably, the developed protocol provides a straightforward and practical tool for the construction of diverse oxygen-containing heterocycle frameworks, illustrating a promising application in synthetic and pharmaceutical chemistry.

Graphical abstract: Palladium-catalyzed cascade carboesterification of norbornene with alkynes

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Supplementary files

Article information


Submitted
26 Jul 2018
Accepted
29 Aug 2018
First published
29 Aug 2018

Org. Biomol. Chem., 2018,16, 8495-8504
Article type
Paper

Palladium-catalyzed cascade carboesterification of norbornene with alkynes

W. Wu, C. Li, J. Li and H. Jiang, Org. Biomol. Chem., 2018, 16, 8495
DOI: 10.1039/C8OB01799A

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