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Issue 7, 2019
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Metal-free photocatalytic thiol–ene/thiol–yne reactions

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Abstract

The organic photocatalyst (9-mesityl-10-methylacridinum tetrafluoroborate) in the presence of visible light is used to initiate thiol–ene and thiol–yne reactions. Thiyl radicals are generated upon quenching the photoexcited catalyst with a range of thiols. The highlighted mild nature of the reaction conditions allows a broad substrate scope of the reactants. Relying on this efficient metal-free condition, both thiol–ene and thiol–yne reactions between carbohydrates and peptides could be realized in excellent yields.

Graphical abstract: Metal-free photocatalytic thiol–ene/thiol–yne reactions

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Publication details

The article was received on 18 Sep 2018, accepted on 10 Oct 2018 and first published on 10 Oct 2018


Article type: Paper
DOI: 10.1039/C8OB02313A
Citation: Org. Biomol. Chem., 2019,17, 1955-1961

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    Metal-free photocatalytic thiol–ene/thiol–yne reactions

    S. Kaur, G. Zhao, E. Busch and T. Wang, Org. Biomol. Chem., 2019, 17, 1955
    DOI: 10.1039/C8OB02313A

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