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Photocatalyzed Cascade Oxidative Annulation of Propar-gylamines and Phosphine Oxides

Abstract

On account of broad utilities of organophosphorous compounds, development of highly efficient and concise phosphination methods is significantly important and urgent. Herein, we disclose a novel method for the synthesis of phosphorylated heterocycles: versatile intermediate propargylamine serving as a new type of radical acceptors incorporating with P-radical via a photocatalytic strategy. This reaction proceeds through a cascade phosphinoylation/cyclization/oxidation/aromatization pathway using readily available starting materials under mild conditions of light with excellent atom economy, catalyzed by AgOAc or fac-Ir(ppy)3. One of the phosphorylated quinolines was selected as an example as an electron-transporting material for fabricating phosphorescence organic light-emitting diodes displaying excellent electroluminescence performances with a maximum external quantum efficiency of 21.9% with negligible efficiency roll-off ratios.

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Publication details

The article was received on 31 Mar 2017, accepted on 17 May 2017 and first published on 17 May 2017


Article type: Communication
DOI: 10.1039/C7CC02433A
Citation: Chem. Commun., 2017, Accepted Manuscript
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    Photocatalyzed Cascade Oxidative Annulation of Propar-gylamines and Phosphine Oxides

    Z. Wu, X. Liang, J. Zhou, L. Yu, Y. Wang, Y. Zheng, Y. Li, J. Zuo and Y. Pan, Chem. Commun., 2017, Accepted Manuscript , DOI: 10.1039/C7CC02433A

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