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Transition Metal Photoredox Catalysis of Radical Thiol-Ene Reactions

Elizabeth L. Tyson, Michael S. Ament and Tehshik P. Yoon*

*Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, Wisconsin 53706, United States, United States, Email: tyoonchem.wisc.edu

E. L Tyson, M. S. Ament, T. P. Yoon, J. Org. Chem., 2013, 78, 2046-2050.

DOI: 10.1021/jo3020825



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Abstract

The use of visible-light-absorbing transition metal photocatalysts enables an anti-Markovnikov hydrothiolation of olefins. Quenching of the photoexcited Ru*(bpz)32 catalyst with a variety of thiols generates key thiyl radical intermediates, that form adducts with a wide variety of olefins in excellent yield.

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Redox Mediators in Visible Light Photocatalysis: Photocatalytic Radical Thiol-Ene Additions

E. L. Tyson, Z. L. Niemeyer, T. P. Yoon, J. Org. Chem., 2014, 79, 1427-1436.


Key Words

Sulfides


ID: J42-Y2013-0510