5 years ago

Visible-Light-Mediated Thiol–Ene Reactions through Organic Photoredox Catalysis

Visible-Light-Mediated Thiol–Ene Reactions through Organic Photoredox Catalysis
Sarbjeet Kaur, Gaoyuan Zhao, Ting Wang
Synthetically useful radical thiol–ene reactions can be initiated by visible-light irradiation in the presence of an organic photocatalyst, 9-mesityl-10-methylacridinum tetrafluoroborate. The key thiyl radical intermediates are generated upon quenching of the photoexcited catalyst with a variety of thiols. The success of this method requires only the use of near-stoichiometric levels of alkene coupling partners. Using these highly efficient metal-free conditions, thiol–ene reactions between carbohydrates and peptides can be accomplished in excellent yields.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01441

DOI: 10.1021/acs.orglett.7b01441

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