4.6 Article

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

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 17, Issue 7, Pages 1955-1961

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8ob02313a

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Funding

  1. University at Albany, State University of New York

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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.

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