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Issue 26, 2017
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Visible-light-mediated C2-amination of thiophenes by using DDQ as an organophotocatalyst

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Abstract

In this work, a direct C–H activation of thiophenes was presented via an oxidation pathway under visible-light irradiation, in which the thiophene radical cation serves as the key intermediate. Various thiophenes and azoles could be transformed into the corresponding amination products well, and H2O was the only byproduct which is environmentally benign. Our results showed that tert-butyl nitrite (TBN) served as the electron transfer mediator and O2 as the terminal oxidant to regenerate the photocatalyst DDQ and revive the photocatalytic cycle.

Graphical abstract: Visible-light-mediated C2-amination of thiophenes by using DDQ as an organophotocatalyst

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Publication details

The article was received on 20 Feb 2017, accepted on 06 Mar 2017, published on 06 Mar 2017 and first published online on 06 Mar 2017


Article type: Communication
DOI: 10.1039/C7CC01339F
Citation: Chem. Commun., 2017,53, 3689-3692
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    Visible-light-mediated C2-amination of thiophenes by using DDQ as an organophotocatalyst

    C. Song, H. Yi, B. Dou, Y. Li, A. K. Singh and A. Lei, Chem. Commun., 2017, 53, 3689
    DOI: 10.1039/C7CC01339F

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