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Visible-Light-Mediated Alkylation of Thiophenols via Electron Donor–Acceptor Complexes Formed between Two Reactants

Yi-Ping Cai, Fang-Yuan Nie and Qin-Hua Song*

*Department of Chemistry, University of Science and Technology of China, Hefei 230026, P. R. China, Email:

Y.-P. Cai, F.-Y. Nie, Q.-H. Song, J. Org. Chem., 2021, 86, 12419-12426.

DOI: 10.1021/acs.joc.1c01433

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A metal-free, photocatalyst-free, photochemical system enables a direct alkylation of thiophenols via electron donor-acceptor complexes between N-hydroxyphthalimide esters as acceptors and thiophenol anions as donors in the presence of a tertiary amine. The EDA complexes in the reaction system have a broad range of visible-light absorption and can trigger the reaction effectively under sunlight.

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proposed mechanism

Key Words

aryl sulfides, photochemistry

ID: J42-Y2021