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Palladium-catalyzed carbene/alkyne metathesis with enynones as carbene precursors: synthesis of fused polyheterocycles

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Abstract

An unprecedented palladium-catalyzed novel carbene/alkyne metathesis cascade reaction of alkyne-tethered enynones is described. This reaction affords fused polyheterocycles in moderate to good yields. The transformation begins with Pd-catalyzed 5-exo-dig cyclization of the enynone to form the donor/donor metal carbene, which then undergoes metathesis with the alkyne followed by electrophilic aromatic substitution.

Graphical abstract: Palladium-catalyzed carbene/alkyne metathesis with enynones as carbene precursors: synthesis of fused polyheterocycles

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Publication details

The article was received on 25 Oct 2017, accepted on 04 Dec 2017 and first published on 04 Dec 2017


Article type: Communication
DOI: 10.1039/C7CC08221E
Citation: Chem. Commun., 2018, Advance Article
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    Palladium-catalyzed carbene/alkyne metathesis with enynones as carbene precursors: synthesis of fused polyheterocycles

    Y. Zheng, M. Bao, R. Yao, L. Qiu and X. Xu, Chem. Commun., 2018, Advance Article , DOI: 10.1039/C7CC08221E

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